Welcome to LookChem.com Sign In|Join Free

CAS

  • or

20859-02-3

Post Buying Request

20859-02-3 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

20859-02-3 Usage

Description

L-tert-Leucine is an essential amino acid making up one third of our muscle protein. L-tert-leucine is important in developing chiral pharmaceutically active chemicals. It can be used as a food additive. It is used in the formation of sterols. It can also be used as the catalyst in the production of cobalt oxazoline palladacycles complex. It can also be used for the production of Chiral tridentate Schiff base ligands.

References

Korkmaz, Neslihan, D. Astley, and S. T. Astley. "Tridentate ligands derived from L-tert-Leucine for the Cu(II) mediated asymmetric Henry reaction." Turkish Journal of Chemistry 35.3(2011):1-17. https://www.alfa.com/en/catalog/L13707/ http://igem.org/abstract_pdf_file.cgi?id=1719

Chemical Properties

White to almost white powder

Uses

L-tert-Leucine is an essential amino acid and makes up one third of our muscle protein. It can be used as a food additive. It is used in the formation of sterols. It is used in the production of cobalt oxazoline palladacycles complex, which acts as a catalyst in the rearrangement of prochiral N-aryl trifluoroacetimidates to allylic amides yielded in significantly higher enantioselectivities with the (S)-(pR)-diasteroisomer.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 3, p. 523, 1955Tetrahedron Letters, 19, p. 4625, 1978 DOI: 10.1016/S0040-4039(01)85688-4

Check Digit Verification of cas no

The CAS Registry Mumber 20859-02-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,8,5 and 9 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 20859-02:
(7*2)+(6*0)+(5*8)+(4*5)+(3*9)+(2*0)+(1*2)=103
103 % 10 = 3
So 20859-02-3 is a valid CAS Registry Number.
InChI:InChI=1/C6H13NO2/c1-6(2,3)4(7)5(8)9/h4H,7H2,1-3H3,(H,8,9)

20859-02-3 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (L0147)  L-tert-Leucine  >98.0%(T)

  • 20859-02-3

  • 1g

  • 330.00CNY

  • Detail
  • TCI America

  • (L0147)  L-tert-Leucine  >98.0%(T)

  • 20859-02-3

  • 5g

  • 990.00CNY

  • Detail
  • TCI America

  • (L0147)  L-tert-Leucine  >98.0%(T)

  • 20859-02-3

  • 25g

  • 2,910.00CNY

  • Detail
  • Alfa Aesar

  • (L13707)  L-tert-Leucine, 99%   

  • 20859-02-3

  • 1g

  • 352.0CNY

  • Detail
  • Alfa Aesar

  • (L13707)  L-tert-Leucine, 99%   

  • 20859-02-3

  • 5g

  • 1215.0CNY

  • Detail
  • Alfa Aesar

  • (L13707)  L-tert-Leucine, 99%   

  • 20859-02-3

  • 25g

  • 2926.0CNY

  • Detail
  • Aldrich

  • (269107)  L-tert-Leucine  99%

  • 20859-02-3

  • 269107-5G

  • 1,692.99CNY

  • Detail
  • Aldrich

  • (269107)  L-tert-Leucine  99%

  • 20859-02-3

  • 269107-25G

  • 6,336.72CNY

  • Detail

20859-02-3Synthetic route

L-tert-leucine·3,4-dimethylbenzenesulfonate

L-tert-leucine·3,4-dimethylbenzenesulfonate

A

L-tert-Leucine
20859-02-3

L-tert-Leucine

B

3,4-dimethylbenzenesulfonic acid
618-01-9

3,4-dimethylbenzenesulfonic acid

Conditions
ConditionsYield
In water at 30 - 45℃; Product distribution / selectivity;A 96.5%
B 100%
3,3-dimethyl-2-oxobutanoate

3,3-dimethyl-2-oxobutanoate

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
With glutamate at 37℃; for 0.5h; pH=8; Kinetics; Reagent/catalyst; aq. phosphate buffer; Enzymatic reaction; optical yield given as %ee;100%
(R)-2-amino-3,3-dimethyl-butyric acid amide
319930-78-4

(R)-2-amino-3,3-dimethyl-butyric acid amide

butan-1-ol
71-36-3

butan-1-ol

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
98%
N-tert-butyloxycarbonyl-L-tert-leucine
62965-35-9

N-tert-butyloxycarbonyl-L-tert-leucine

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane97%
Stage #1: N-tert-butyloxycarbonyl-L-tert-leucine With methanesulfonic acid In dichloromethane at 25℃; for 3h;
Stage #2: With triethylamine In dichloromethane at 25℃; for 1h;
75%
With hydrogenchloride In water; toluene at 60℃; for 3h;
(3S,5S)-3-tert-Butyl-5-phenyl-morpholin-2-one
202347-81-7

(3S,5S)-3-tert-Butyl-5-phenyl-morpholin-2-one

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
With hydrogen; trifluoroacetic acid; palladium dihydroxide In methanol; water under 3750.3 Torr; for 24h;95%
3,3-dimethyl-2-oxobutanoate

3,3-dimethyl-2-oxobutanoate

rac-methylbenzylamine
618-36-0

rac-methylbenzylamine

A

L-tert-Leucine
20859-02-3

L-tert-Leucine

B

acetophenone
98-86-2

acetophenone

Conditions
ConditionsYield
With pyridoxal 5'-phosphate; (S)-selective ω-transaminase from Paracoccus denitrificans; branched-chain aminoacid transaminase; 2-aminobutanoic acid In aq. phosphate buffer; hexane for 61h; pH=7; Kinetics; Solvent; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;A 94%
B n/a
(R)-2-amino-3,3-dimethyl-butyric acid amide
319930-78-4

(R)-2-amino-3,3-dimethyl-butyric acid amide

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
92%
α-ureido-tert-leucine

α-ureido-tert-leucine

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In water at 40℃; for 11.75h;90.6%
(S)-(+)-2-amino-3,3-dimethylbutanamide
62965-57-5

(S)-(+)-2-amino-3,3-dimethylbutanamide

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
With hydrogenchloride at 100℃; for 24h;86%
With hydrogenchloride at 100℃;76%
trimethylpyruvic acid
815-17-8

trimethylpyruvic acid

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
With ammonium hydroxide; D-glucose; ammonium chloride; sodium hydroxide In water for 5.5h; pH=8.3; Time; Reagent/catalyst; Enzymatic reaction; stereoselective reaction;80%
With L-ornithine; L-glutamic acid; Bacillus subtilis ornithine aminotransferase; Escherichia coli branched-chain amino acid aminotransferase; sodium hydroxide In aq. phosphate buffer at 37℃; for 16h; pH=8.5; Reagent/catalyst; Concentration; Time; Enzymatic reaction;73%
With L-valine; leucine dehydrogenase; pyridoxal 5'-phosphate; alcohol dehydrogenases from Bacillus stearothermophilus; branched-chain amino acid aminotransferase; NADH In isopropyl alcohol at 35℃; for 9h; pH=8; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;68.7%
C14H21NO3

C14H21NO3

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
With palladium 10% on activated carbon In methanol at 50℃; for 12h; Inert atmosphere;80%
(S)-2-<(R)-2-hydroxy-1-phenylethylamino>-3,3-dimethylbutanoic acid
145058-02-2

(S)-2-<(R)-2-hydroxy-1-phenylethylamino>-3,3-dimethylbutanoic acid

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
With formic acid; palladium In methanol; water Ambient temperature;76%
(S)-2-benzoylamino-3,3-dimethylbutyric acid
162377-68-6

(S)-2-benzoylamino-3,3-dimethylbutyric acid

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
With hydrogenchloride; Amberlite IRA-67 1.) propan-2-ol, 70 deg C, 15 h; 2.) water, 15 h;74%
With potassium hydroxide In methanol; water; acetone
L-tert-leucine tert-butylamide hydrochloride
126402-95-7

L-tert-leucine tert-butylamide hydrochloride

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
With hydrogenchloride at 80℃; for 24h;70%
N-[(1R)-2,2-dimethyl-1-phenylpropyl]-2,2,2-trifluoroacetamide
528819-01-4

N-[(1R)-2,2-dimethyl-1-phenylpropyl]-2,2,2-trifluoroacetamide

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
Stage #1: N-[(1R)-2,2-dimethyl-1-phenylpropyl]-2,2,2-trifluoroacetamide With ruthenium trichloride; sodium periodate In tetrachloromethane; water; acetonitrile at 20℃; for 24h; Sharpless oxidation;
Stage #2: With sodium hydroxide In methanol at 20℃; for 16h;
68%
N-succinyl-DL-tert-leucine
1340309-12-7

N-succinyl-DL-tert-leucine

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
45%
CoCl2
(S)-2-amino-3,3-dimethylbutanamide hydrochloride

(S)-2-amino-3,3-dimethylbutanamide hydrochloride

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
With sodium hydroxide; manganese(ll) chloride; leucine aminopeptidase In water at 37℃; for 40h;35%
(±)-2-amino-3,3-dimethylbutanamide
62965-57-5, 113582-42-6, 144177-62-8

(±)-2-amino-3,3-dimethylbutanamide

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
mit Hilfe eines Enzym-Praeparats aus Schweine-Nieren;
Multi-step reaction with 3 steps
1: chlorocarbonic acid benzyl ester
2: amidase-substance from pig's kidney
3: palladium; methanol; acetic acid / Hydrogenation
View Scheme
L-2-formylamino-3,3-dimethyl-butyric acid
92571-61-4

L-2-formylamino-3,3-dimethyl-butyric acid

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
With hydrogen bromide
(S)-N-carbobenzoxy-tert-butylleucine
62965-10-0

(S)-N-carbobenzoxy-tert-butylleucine

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
With methanol; palladium; acetic acid Hydrogenation;
(hydrogenolysis);
methyl tert-leucinate
3850-31-5

methyl tert-leucinate

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
(i) liq. NH3, (ii) (racemate resolution using D-tartaric acid), (iii) aq. HCl; Multistep reaction;
(S)-2-amino-3,3-dimethyl-butyric acid methyl ester
63038-26-6

(S)-2-amino-3,3-dimethyl-butyric acid methyl ester

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
With hydrogenchloride
(S)-2-acetylamino-3,3-dimethylbutyric acid
22146-59-4

(S)-2-acetylamino-3,3-dimethylbutyric acid

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
With hydrogenchloride In ethanol
(S)-2-[(S)-3,3-Dimethyl-2-(2,2,2-trifluoro-acetylamino)-butyrylamino]-pentanedioic acid dimethyl ester

(S)-2-[(S)-3,3-Dimethyl-2-(2,2,2-trifluoro-acetylamino)-butyrylamino]-pentanedioic acid dimethyl ester

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
With hydrogenchloride
3,3-dimethyl-2-oxo-butanoic acid phenyhydrazone
38559-30-7

3,3-dimethyl-2-oxo-butanoic acid phenyhydrazone

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
hydrogenation; Yield given;
(S)-α-azido-3,3-dimethyl butanoic acid
111525-71-4

(S)-α-azido-3,3-dimethyl butanoic acid

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethyl acetate under 760 Torr; for 13h; Yield given;
C10H22N2O*H(1+)

C10H22N2O*H(1+)

L-tert-Leucine
20859-02-3

L-tert-Leucine

Conditions
ConditionsYield
With hydrogenchloride; Amberlite IR-120 1.) 80 deg C; Yield given. Multistep reaction;
chloroacetyl-D,L-tert-leucine
121703-98-8

chloroacetyl-D,L-tert-leucine

A

L-tert-Leucine
20859-02-3

L-tert-Leucine

B

(R)-2-(2-Chloro-acetylamino)-3,3-dimethyl-butyric acid
121703-98-8

(R)-2-(2-Chloro-acetylamino)-3,3-dimethyl-butyric acid

Conditions
ConditionsYield
With potassium hydroxide; potassium phosphate buffer; porcine kidney acylase I at 40℃; relative initial rate of hydrolysis, also with Aspergillus acylase I as a catalyst; with or without CoCl2;
4-Methyl-benzenesulfinic acid (1-cyano-2,2-dimethyl-propyl)-amide

4-Methyl-benzenesulfinic acid (1-cyano-2,2-dimethyl-propyl)-amide

A

L-tert-Leucine
20859-02-3

L-tert-Leucine

B

D-tert-leucine
26782-71-8

D-tert-leucine

Conditions
ConditionsYield
With hydrogenchloride Yield given. Yields of byproduct given. Title compound not separated from byproducts;
(R)-3,3-Dimethyl-2-(2-oxo-4-phenyl-oxazolidin-3-yl)-butyric acid

(R)-3,3-Dimethyl-2-(2-oxo-4-phenyl-oxazolidin-3-yl)-butyric acid

A

L-tert-Leucine
20859-02-3

L-tert-Leucine

B

D-tert-leucine
26782-71-8

D-tert-leucine

Conditions
ConditionsYield
With ammonia; lithium In tetrahydrofuran; tert-butyl alcohol at -78℃; for 0.5h; Yield given. Title compound not separated from byproducts;
L-tert-Leucine
20859-02-3

L-tert-Leucine

benzyl chloroformate
501-53-1

benzyl chloroformate

(S)-N-carbobenzoxy-tert-butylleucine
62965-10-0

(S)-N-carbobenzoxy-tert-butylleucine

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane at 0℃; for 18h;100%
With sodium hydroxide In water for 3h; Inert atmosphere;100%
With sodium hydroxide In water at 5 - 20℃; for 14h; pH=10 - 10.5; Product distribution / selectivity;97%
methanol
67-56-1

methanol

L-tert-Leucine
20859-02-3

L-tert-Leucine

L-tert-leucine methyl ester hydrochloride
63038-27-7

L-tert-leucine methyl ester hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 0 - 20℃;100%
With thionyl chloride for 16h; Reflux;100%
With hydrogenchloride Ambient temperature;98%
L-tert-Leucine
20859-02-3

L-tert-Leucine

(S)-tert-leucinol
112245-13-3

(S)-tert-leucinol

Conditions
ConditionsYield
With sodium tetrahydroborate; iodine In tetrahydrofuran for 24h; Heating;100%
Stage #1: L-tert-Leucine With iodine In tetrahydrofuran for 24h; Reflux;
Stage #2: With methanol
Stage #3: With potassium hydroxide In water
100%
With sodium tetrahydroborate; iodine In tetrahydrofuran at 0 - 80℃; for 22h; Inert atmosphere;100%
L-tert-Leucine
20859-02-3

L-tert-Leucine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-tert-butyloxycarbonyl-L-tert-leucine
62965-35-9

N-tert-butyloxycarbonyl-L-tert-leucine

Conditions
ConditionsYield
With triethylamine In methanol at 0 - 5℃;100%
With triethylamine In methanol at 0 - 5℃;100%
With sodium hydroxide In 1,4-dioxane at 20℃; for 12h;100%
L-tert-Leucine
20859-02-3

L-tert-Leucine

methyl chloroformate
79-22-1

methyl chloroformate

(S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid
162537-11-3

(S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water at 60℃; for 18h; pH=8 - 9;100%
With sodium hydroxide In 1,4-dioxane; water at 25 - 60℃; for 22h;98%
Stage #1: L-tert-Leucine; methyl chloroformate With sodium hydroxide In 1,4-dioxane; water at 25 - 60℃; for 22h;
Stage #2: With hydrogenchloride In water
98%
N-(Benzyloxycarbonyloxy)succinimide
13139-17-8

N-(Benzyloxycarbonyloxy)succinimide

L-tert-Leucine
20859-02-3

L-tert-Leucine

(S)-N-carbobenzoxy-tert-butylleucine
62965-10-0

(S)-N-carbobenzoxy-tert-butylleucine

Conditions
ConditionsYield
With triethylamine In methanol at 20℃; for 14h;100%
L-tert-Leucine
20859-02-3

L-tert-Leucine

3-Phenylpropionic acid
501-52-0

3-Phenylpropionic acid

N-(3-phenylpropanoyl)-L-tert-Leu-OH
205494-44-6

N-(3-phenylpropanoyl)-L-tert-Leu-OH

Conditions
ConditionsYield
Stage #1: 3-Phenylpropionic acid With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at 0℃; for 0.5h; Green chemistry;
Stage #2: L-tert-Leucine With water In tetrahydrofuran at 0℃; for 0.5h; Green chemistry;
100%
NaHSO4·H2O

NaHSO4·H2O

L-tert-Leucine
20859-02-3

L-tert-Leucine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-tert-butyloxycarbonyl-L-tert-leucine
62965-35-9

N-tert-butyloxycarbonyl-L-tert-leucine

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water99%
With triethylamine In 1,4-dioxane; water99%
L-tert-Leucine
20859-02-3

L-tert-Leucine

4-benzyloxy-3,5,6-trifluorophthalic anhydride

4-benzyloxy-3,5,6-trifluorophthalic anhydride

N-4-benzyloxy-3,5,6-trifluorophthaloyl-(S)-tert-leucine

N-4-benzyloxy-3,5,6-trifluorophthaloyl-(S)-tert-leucine

Conditions
ConditionsYield
With triethylamine In toluene for 1.25h; Reflux;99%
L-tert-Leucine
20859-02-3

L-tert-Leucine

4-phenylnaphtho[2,3-c]furan-1,3-dione
1985-37-1

4-phenylnaphtho[2,3-c]furan-1,3-dione

(S)-N-(1-phenylnaphthalene-2,3-dicarboximido)-tert-leucine

(S)-N-(1-phenylnaphthalene-2,3-dicarboximido)-tert-leucine

Conditions
ConditionsYield
With triethylamine In toluene for 12h; Inert atmosphere; Reflux;99%
In N,N-dimethyl-formamide Inert atmosphere; Reflux;89%
L-tert-Leucine
20859-02-3

L-tert-Leucine

3-(tert-butyl)-5-nitrosalicylaldehyde
72607-35-3

3-(tert-butyl)-5-nitrosalicylaldehyde

vanadium(V) oxytriethoxide
1686-22-2

vanadium(V) oxytriethoxide

C18H25N2O7V

C18H25N2O7V

Conditions
ConditionsYield
In methanol; dichloromethane for 3h; Inert atmosphere;99%
L-tert-Leucine
20859-02-3

L-tert-Leucine

3-(tert-butyl)-5-nitrosalicylaldehyde
72607-35-3

3-(tert-butyl)-5-nitrosalicylaldehyde

vanadium(V) oxytriisopropoxide
5588-84-1

vanadium(V) oxytriisopropoxide

C20H29N2O7V

C20H29N2O7V

Conditions
ConditionsYield
In methanol; dichloromethane for 3h; Inert atmosphere;99%
Stage #1: L-tert-Leucine; 3-(tert-butyl)-5-nitrosalicylaldehyde In methanol; dichloromethane for 3h; Reflux; Inert atmosphere;
Stage #2: vanadium(V) oxytriisopropoxide In dichloromethane for 3h; Inert atmosphere;
99%
L-tert-Leucine
20859-02-3

L-tert-Leucine

3-(tert-butyl)-5-nitrosalicylaldehyde
72607-35-3

3-(tert-butyl)-5-nitrosalicylaldehyde

oxovanadium(V) trimethoxide
7681-91-6

oxovanadium(V) trimethoxide

C18H25N2O7V

C18H25N2O7V

Conditions
ConditionsYield
Stage #1: L-tert-Leucine; 3-(tert-butyl)-5-nitrosalicylaldehyde In methanol; dichloromethane Reflux; Inert atmosphere;
Stage #2: oxovanadium(V) trimethoxide In methanol; dichloromethane for 3h; Inert atmosphere;
99%
1H-Indole-7-carboxylic acid
1670-83-3

1H-Indole-7-carboxylic acid

L-tert-Leucine
20859-02-3

L-tert-Leucine

C15H18N2O3

C15H18N2O3

Conditions
ConditionsYield
With coronafacic acid ligase SsCfaL for 20h; Catalytic behavior; Reagent/catalyst; Enzymatic reaction;99%
L-tert-Leucine
20859-02-3

L-tert-Leucine

Tert-butyl isocyanate
1609-86-5

Tert-butyl isocyanate

(S)-2-(3-(tert-butyl)ureido)-3,3-dimethylbutanoic acid
101968-85-8

(S)-2-(3-(tert-butyl)ureido)-3,3-dimethylbutanoic acid

Conditions
ConditionsYield
Stage #1: L-tert-Leucine With sodium hydroxide In water pH=11.5;
Stage #2: Tert-butyl isocyanate In water pH=9.3; Cooling with ice;
98%
L-tert-Leucine
20859-02-3

L-tert-Leucine

meso-endo-tetrahydro-4,7-ethanoisobenzofuran-1,3-dione
24327-08-0

meso-endo-tetrahydro-4,7-ethanoisobenzofuran-1,3-dione

(S)-N-(endo-bicyclo[2.2.2]oct-5-ene-2,3-dicarboximido)-tert-leucine

(S)-N-(endo-bicyclo[2.2.2]oct-5-ene-2,3-dicarboximido)-tert-leucine

Conditions
ConditionsYield
With triethylamine In toluene for 12h; Inert atmosphere; Reflux;98%
L-tert-Leucine
20859-02-3

L-tert-Leucine

salicylaldehyde
90-02-8

salicylaldehyde

phenylboronic acid
98-80-6

phenylboronic acid

(3S,11S)-3-(tert-butyl)-11-phenyl-11H-4l4,11l4-benzo[e][1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborinin-2(3H)-one

(3S,11S)-3-(tert-butyl)-11-phenyl-11H-4l4,11l4-benzo[e][1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborinin-2(3H)-one

Conditions
ConditionsYield
Stage #1: L-tert-Leucine; salicylaldehyde In water at 90℃; for 1h;
Stage #2: phenylboronic acid In water at 90℃; for 20h;
97%
L-tert-Leucine
20859-02-3

L-tert-Leucine

(fluorenylmethoxy)carbonyl chloride
28920-43-6

(fluorenylmethoxy)carbonyl chloride

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3,3-dimethylbutanoic acid
132684-60-7

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3,3-dimethylbutanoic acid

Conditions
ConditionsYield
With sodium carbonate In 1,4-dioxane at 0 - 20℃;96%
With sodium carbonate In 1,4-dioxane; water at 0 - 20℃; Inert atmosphere;
With sodium carbonate In 1,4-dioxane; water at 0 - 20℃; for 1h; Inert atmosphere;
With sodium carbonate In 1,4-dioxane at 0℃; for 2h;
4-tert-butylphthalic anhydride
32703-79-0

4-tert-butylphthalic anhydride

L-tert-Leucine
20859-02-3

L-tert-Leucine

(S)-N-(4-tert-butylphthalimido)-tert-leucine

(S)-N-(4-tert-butylphthalimido)-tert-leucine

Conditions
ConditionsYield
With triethylamine In toluene for 12h; Inert atmosphere; Reflux;96%
With triethylamine In toluene for 12h; Inert atmosphere; Reflux;96%
L-tert-Leucine
20859-02-3

L-tert-Leucine

3-(tert-butyl)-5-nitrosalicylaldehyde
72607-35-3

3-(tert-butyl)-5-nitrosalicylaldehyde

vanadium(V) oxytriethoxide
1686-22-2

vanadium(V) oxytriethoxide

C19H27N2O7V

C19H27N2O7V

Conditions
ConditionsYield
Stage #1: L-tert-Leucine; 3-(tert-butyl)-5-nitrosalicylaldehyde In ethanol; dichloromethane Inert atmosphere; Reflux;
Stage #2: vanadium(V) oxytriethoxide In ethanol; dichloromethane at 20℃; for 3h; Inert atmosphere;
96%
L-tert-Leucine
20859-02-3

L-tert-Leucine

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3,3-dimethylbutanoic acid
132684-60-7

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3,3-dimethylbutanoic acid

Conditions
ConditionsYield
With sodium carbonate In water; acetone95%
L-tert-Leucine
20859-02-3

L-tert-Leucine

C15H23ClIrO2

C15H23ClIrO2

C16H27ClIrNO2

C16H27ClIrNO2

Conditions
ConditionsYield
In methanol for 24h;95%
cobalt(II) nitrate hexahydrate

cobalt(II) nitrate hexahydrate

L-tert-Leucine
20859-02-3

L-tert-Leucine

sodium carbonate
497-19-8

sodium carbonate

3,5-di-tert-amyl-2-hydroxy-benzaldehyde
41715-33-7

3,5-di-tert-amyl-2-hydroxy-benzaldehyde

sodium Λ-bis[N-(3,5-di-tert-amyl-salicylidene)-(S)-tert-leucinato]cobaltate

sodium Λ-bis[N-(3,5-di-tert-amyl-salicylidene)-(S)-tert-leucinato]cobaltate

Conditions
ConditionsYield
Stage #1: L-tert-Leucine; sodium carbonate; 3,5-di-tert-amyl-2-hydroxy-benzaldehyde In ethanol at 90℃; for 6h;
Stage #2: cobalt(II) nitrate hexahydrate In ethanol at 90℃; for 42h;
95%
phthalic anhydride
85-44-9

phthalic anhydride

L-tert-Leucine
20859-02-3

L-tert-Leucine

(S)-(-)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3,3-dimethyl-butyric acid
142765-23-9

(S)-(-)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3,3-dimethyl-butyric acid

Conditions
ConditionsYield
With triethylamine In toluene for 2h; Heating;94%
With triethylamine In toluene for 0.5h; Heating;86%
With triethylamine In toluene at 130℃; Dean-Stark;67%
L-tert-Leucine
20859-02-3

L-tert-Leucine

cyclopentyl chloroformate
50715-28-1

cyclopentyl chloroformate

N-[(cyclopentyloxy)carbonyl]-L-tert-leucine
572924-00-6

N-[(cyclopentyloxy)carbonyl]-L-tert-leucine

Conditions
ConditionsYield
Stage #1: L-tert-Leucine With trimethylsilyl cyanide In acetonitrile for 0.25h;
Stage #2: cyclopentyl chloroformate In acetonitrile at 80℃;
94%
Stage #1: L-tert-Leucine With trimethylsilyl cyanide In acetonitrile at 75℃; for 0.75h;
Stage #2: cyclopentyl chloroformate In acetonitrile at 80℃;
94%

20859-02-3Relevant articles and documents

Asymmetric Strecker synthesis using enantiopure sulfinimines and diethylaluminum cyanide: The alcohol effect

Davis, Franklin A.,Portonovo, Padma S.,Reddy, Rajarathnam E.,Chiu, Yu-Hung

, p. 440 - 441 (1996)

-

Design of a self-sufficient hydride-shuttling cascade for concurrent bioproduction of 7,12-dioxolithocholate andl-tert-leucine

Chen, Qi,Han, Yu,Li, Chun-Xiu,Pan, Jiang,Qian, Xiao-Long,Xu, Jian-He,Yang, Bing-Yi,You, Zhi-Neng,Zhou, Ke

, p. 4125 - 4133 (2021)

Oxidoreductase-mediated biotransformation often requires consumption of a secondary sacrificial co-substrate and an additional auxiliary enzyme to drive the cofactor regeneration, which results in generation of unwanted by-product. Herein, we report a highly atom-economic self-sufficient hydride-shuttling cascade to concurrently obtain two pharmaceutically important building blocks (7,12-dioxo-lithocholic acid andl-tert-leucine) in which oxidation of cholic acid (CA) and reductive amination of trimethylpyruvic acid were integrated for redox self-recycling. In this cascade, the cofactor acts as a hydride shuttle that interconnects the two synthetically relevant reactions at the cost of only inorganic ammonium as the sacrificial agent and generates water as the greenest by-product. The preparative biotransformation using a whole-cell biocatalyst in the absence of any exogenous cofactor displayed a space-time yield of 768 g L?1d?1and a total turnover number (TTN) of 20?363 for NAD+recycling. This represents the highest cofactor TTN reported to date for the bio-oxidation of CA, indicating the great potential of this cofactor and redox self-sufficient bioprocess for cost-effective and sustainable biomanufacturing of high-value-added products.

SIMPLE OPTICAL RESOLUTION OF TERLEUCINE

Viret, Joelle,Patzelt, Heiko,Collet, Andre

, p. 5865 - 5868 (1986)

Underivatized terleucine (1) can be conveniently resolved into its L- and D-enantiomers by recrystallization of its diastereoisomeric 10-camphorsulphonate salts.

Cadmium sulfide net framework nanoparticles for photo-catalyzed cell redox

Chang, Zhaoyu,Dong, Wanyuan,Meng, Xiangqi,Ren, Yuhong,Wang, Hualei,Wei, Dongzhi,Zhang, Jian

, p. 37820 - 37825 (2020)

A strategy for synthesizing cadmium sulfide net framework (CdS-NF) nanoparticles was developed in a water-based system under mild reaction conditions. The CdS-NFs have not only the excellent photocatalytic properties of CdS, but also the large surface area and diverse porous structures of a metal-organic framework. An Escherichia coli-CdS-NF hybrid system was constructed using NADH regeneration to promote the conversion of trimethylpyruvate acid to l-tert-leucine. The E. coli-CdS-NF system showed higher NAD+ recycling efficiency and substrate conversion rate than CdS QDs under visible light illumination. This work demonstrates a novel method for developing a brilliant coenzyme recycling photocatalyst in bio-redox reactions.

Formate Dehydrogenase from Rhodococcus jostii (RjFDH) – A High-Performance Tool for NADH Regeneration

Boldt, Alexander,Ansorge-Schumacher, Marion B.

, p. 4109 - 4118 (2020)

The use of formate dehydrogenases (FDHs) for regeneration of the important cofactor NADH in enzyme-catalysed synthetic reactions has several advantages over alternative systems. However, a major bottleneck for broad industrial applications is the low specific activity of the currently used FDHs. In this study, we introduce a novel NAD-dependent formate dehydrogenase from Rhodococcus jostii (RjFDH) with both high specific activity and stability. The enzyme was identified in a targeted database research and recombinantly obtained from Escherichia coli. RjFDH is a homodimer with a monomeric molecular mass of 44.7 kDa. The homology model shows that all amino acid residues of the NAD-dependent formate dehydrogenases are usually concerned with catalytic activity, substrate acceptance, and cofactor binding. The only substrate oxidised by these enzymes is formate. RjFDH had a specific activity of 19.9 U mg?1 at 22 °C along with unimpaired activity and high stability over a broad pH range. The Km values for formate and NAD+ were 7.3 and 0.098 mmol L?1, respectively. The optimum temperature was found to be 50 °C, at which the enzyme activity increased to about 318%. Both activity and thermal stability were higher than those of the FDH from Candida boidinii (CbFDH), which is the standard enzyme currently in use for cofactor regeneration. Different solvents roughly had the same impact on the activity and stability of both RjFDH and CbFDH. The superior performance of RjFDH over CbFDH as a regeneration system for NADH was demonstrated for the synthesis of L-tert-leucine as well as (S)-1-phenylethanol. In both systems, the concentration of RjFDH used was only one-third of the concentration of CbFDH required to achieve comparable conversion rates. Rational designing provided a promising NADP-accepting variant. Thus, RjFDH has a great potential to serve as an alternative system for NADH regeneration in enzyme-catalysed synthetic reactions. (Figure presented.).

Synthesis method of L-tertiary leucine and L-cyclohexyl alanine

-

Paragraph 0030-0032, (2021/08/07)

The invention discloses a synthesis method of L-tertiary leucine and L-cyclohexyl alanine, and belongs to the technical field of amino acid preparation. The method comprises the following steps: taking pentafluorophenol-(dibenzylamine) ester 1 and benzhydrol 2 as reactants, carrying out dynamic kinetic resolution reaction under the catalysis of chiral PPY nitrogen oxygen 3 to obtain a compound 4, and then carrying out Pd/C catalytic hydrogenation debenzylation to obtain L-tertiary leucine and L-cyclohexyl alanine. The oxygen atom in pyridine nitrogen oxygen in the chiral PPY nitrogen oxygen catalyst is used as a nucleophilic site to participate in dynamic kinetic resolution. The method has the advantages of being good in yield, high in enantioselectivity and the like, the ee of the obtained product can reach 99.5% or above, and a new path is provided for synthesis of chiral amino acid.

Bioelectrocatalytic Conversion from N2 to Chiral Amino Acids in a H2/α-Keto Acid Enzymatic Fuel Cell

Cai, Rong,Chen, Hsiaonung,Chen, Hui,Dong, Fangyuan,Minteer, Shelley D.,Prater, Matthew B.

supporting information, p. 4028 - 4036 (2020/03/11)

Enzymatic electrosynthesis is a promising approach to produce useful chemicals with the requirement of external electrical energy input. Enzymatic fuel cells (EFCs) are devices to convert chemical energy to electrical energy via the oxidation of fuel at the anode and usually the reduction of oxygen or peroxide at the cathode. The integration of enzymatic electrosynthesis with EFC architectures can simultaneously result in self-powered enzymatic electrosynthesis with more valuable usage of electrons to produce high-value-added chemicals. In this study, a H2/α-keto acid EFC was developed for the conversion from chemically inert nitrogen gas to chiral amino acids, powered by H2 oxidation. A highly efficient cathodic reaction cascade was first designed and constructed. Powered by an applied voltage, the cathode supplied enough reducing equivalents to support the NH3 production and NADH recycling catalyzed by nitrogenase and diaphorase. The produced NH3 and NADH were reacted in situ with leucine dehydrogenase (LeuDH) to generate l-norleucine with 2-ketohexanoic acid as the NH3 acceptor. A 92% NH3 conversion ratio and 87.1% Faradaic efficiency were achieved. On this basis, a H2-powered fuel cell with hyper-thermostable hydrogenase (SHI) as the anodic catalyst was combined with the cathodic reaction cascade to form the H2/α-keto acid EFC. After 10 h of reaction, the concentration of l-norleucine achieved 0.36 mM with >99% enantiomeric excess and 82% Faradaic efficiency. From the broad substrate scope and the high enzymatic enantioselectivity of LeuDH, the H2/α-keto acid EFC is an energy-efficient alternative to electrochemically produce chiral amino acids for biotechnology applications.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 20859-02-3