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97-69-8

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97-69-8 Usage

Chemical Properties

2-Acetylaminopropionic acid is White Cyrstalline Solid

Uses

Different sources of media describe the Uses of 97-69-8 differently. You can refer to the following data:
1. 2-Acetylaminopropionic acid is used as a biomarker for prostate cancer.
2. N-Acetyl-L-alanine has been used to study its effect on cytosolic and mitochondrial reduction-oxidation sensitive green fluorescent protein (roGFP).

Definition

ChEBI: An N-acetyl-L-amino acid that is L-alanine in which one of the hydrogens attached to the nitrogen is replaced by an acetyl group.

Synthesis Reference(s)

Synthetic Communications, 22, p. 257, 1992 DOI: 10.1080/00397919208021300

Biochem/physiol Actions

N-Acetyl-L-alanine may be used with other L-aminoacylated amino acids as a substrate for the identification, differentiation and characterization of aminoacylase(s)/amidohydrolase(s).

Check Digit Verification of cas no

The CAS Registry Mumber 97-69-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 7 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 97-69:
(4*9)+(3*7)+(2*6)+(1*9)=78
78 % 10 = 8
So 97-69-8 is a valid CAS Registry Number.
InChI:InChI=1/C5H9NO3/c1-3(5(8)9)6-4(2)7/h3H,1-2H3,(H,6,7)(H,8,9)

97-69-8 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • Alfa Aesar

  • (L11811)  N-Acetyl-L-alanine, 96%   

  • 97-69-8

  • 1g

  • 166.0CNY

  • Detail
  • Alfa Aesar

  • (L11811)  N-Acetyl-L-alanine, 96%   

  • 97-69-8

  • 5g

  • 651.0CNY

  • Detail
  • Sigma

  • (A4625)  N-Acetyl-L-alanine  ~99%

  • 97-69-8

  • A4625-1G

  • 363.87CNY

  • Detail
  • Sigma

  • (A4625)  N-Acetyl-L-alanine  ~99%

  • 97-69-8

  • A4625-5G

  • 1,253.07CNY

  • Detail

97-69-8Synthetic route

2-Acetamidoacrylic acid
5429-56-1

2-Acetamidoacrylic acid

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

Conditions
ConditionsYield
With hydrogen; rhodium(I)-bis(1,5-cyclooctadiene) tetrafluoroborate; triethylamine; (2R,2'R)-bis(diphenylphosphino)-(1R,1'R)-dicyclopentane In tetrahydrofuran at 20℃; under 750.075 Torr; for 24h;100%
With hydrogen; In ethanol at 20℃; under 1 Torr;80%
With hydrogen; [(1,5-cyclooctadiene){bis(2-(Ph2PCH2CH2)succinamido}Rh]*ClO4 In phosphate buffer at 37℃; for 12h; pH=7.0;23%
L-alanin
56-41-7

L-alanin

acetic anhydride
108-24-7

acetic anhydride

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

Conditions
ConditionsYield
In water for 0.0666667h; Irradiation;96%
In acetic acid at 20℃;69%
at 0 - 20℃;20%
L-alanin
56-41-7

L-alanin

acetyl chloride
75-36-5

acetyl chloride

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

Conditions
ConditionsYield
In water at 110℃; for 0.0833333h; Microwave irradiation; Green chemistry; chemoselective reaction;85%
Stage #1: L-alanin; acetyl chloride With sodium hydroxide In water at 0 - 20℃;
Stage #2: With hydrogenchloride In water at 0℃;
2-Acetamidoacrylic acid
5429-56-1

2-Acetamidoacrylic acid

A

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

B

(R)-2-(acetylamino)propanoic acid
19436-52-3

(R)-2-(acetylamino)propanoic acid

Conditions
ConditionsYield
With hydrogen; chloro(1,5-cyclooctadiene)rhodium(I) dimer; diphosphane In methanol for 1h;A n/a
B 81%
With hydrogen; (1+)*BF4(1-) In ethanol under 750.06 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With hydrogen; bis(norbornadiene)rhodium(l)tetrafluoroborate; 1-phenyl-1,2-bis(diphenylphosphino)ethane In methanol Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
5-acetylamino-5-deoxy-L-gulomethylitol
13531-76-5, 95191-26-7

5-acetylamino-5-deoxy-L-gulomethylitol

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

Conditions
ConditionsYield
With lead(IV) acetate; acetic acid und anschliessend mit Brom;
(R)-2-(acetylamino)propanoic acid
19436-52-3

(R)-2-(acetylamino)propanoic acid

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

Conditions
ConditionsYield
In water at 120℃; Rate constant;
methyl 2-acetamidopropanoate
26629-33-4

methyl 2-acetamidopropanoate

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

Conditions
ConditionsYield
With cross-linked yeast cells (Saccharomyces cerevisiae); water In dimethyl sulfoxide at 30℃; for 60h;
methyl 2-acetamidopropanoate
26629-33-4

methyl 2-acetamidopropanoate

A

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

B

Methyl (R)-N-acetylalaninate
19914-36-4

Methyl (R)-N-acetylalaninate

Conditions
ConditionsYield
In ethanol; water at 35℃; for 48h;
With Lecitase Ultra; water; calcium chloride at 30℃; for 12h; pH=8.5; aq. buffer; Enzymatic reaction; optical yield given as %ee; enantioselective reaction;
With water In aq. phosphate buffer at 40℃; for 1h; pH=7.0; Temperature; Concentration; pH-value; Microbiological reaction; Resolution of racemate; enantioselective reaction;A n/a
B n/a
ethyl 2-acetamidopropanoate
5143-72-6

ethyl 2-acetamidopropanoate

A

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

B

(R)-2-(acetylamino)propanoic acid
19436-52-3

(R)-2-(acetylamino)propanoic acid

C

(R)-N-ethanoylalanine ethyl ester
20918-90-5

(R)-N-ethanoylalanine ethyl ester

Conditions
ConditionsYield
at 35℃; for 48h; in the present of Saccharomyces cerevisiae Hansen; Yield given. Yields of byproduct given;
ethyl 2-acetamidopropanoate
5143-72-6

ethyl 2-acetamidopropanoate

A

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

B

(R)-N-ethanoylalanine ethyl ester
20918-90-5

(R)-N-ethanoylalanine ethyl ester

Conditions
ConditionsYield
With Fermentative hydrolysis: Saccharomyces cerevisiae Hansen and various yeasts In ethanol; water at 35℃; for 48h; Product distribution; Fermentation cond. and enzym system involved (proteinase) investigated;
In ethanol; water at 35℃; for 48h; Yield given;
N-Acetyl-D,L-α-alanin-n-butylester
74974-09-7

N-Acetyl-D,L-α-alanin-n-butylester

A

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

B

D-N-acetylamino alanine n-butyl ester
194716-64-8

D-N-acetylamino alanine n-butyl ester

Conditions
ConditionsYield
In ethanol; water at 35℃; for 48h;
N-acetyl-DL-alanine propyl ester
194661-06-8

N-acetyl-DL-alanine propyl ester

A

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

B

(R)-2-Acetylamino-propionic acid propyl ester
194716-40-0

(R)-2-Acetylamino-propionic acid propyl ester

Conditions
ConditionsYield
In ethanol; water at 35℃; for 48h;
N-α-Acetyl-L-alanine p-nitrophenyl ester
5013-08-1

N-α-Acetyl-L-alanine p-nitrophenyl ester

A

4-nitro-phenol
100-02-7

4-nitro-phenol

B

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

Conditions
ConditionsYield
With water; poly(iminomethylene); cetylpyridinium chloride at 23℃; Rate constant; pH 5.6; different poly(iminomethylene) 1-cetylpyridinium complexes catalysts and pH-s;
With polyethylene glycol dodecyl ether; (S)-N-<6-(n-dodecyloxymethyl)pyridine-2-yl>methylprolinol; copper(II) nitrate at 25℃; Rate constant;
N-acetyl-L-alanine chloroethyl ester
111933-78-9

N-acetyl-L-alanine chloroethyl ester

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

Conditions
ConditionsYield
With pH 7.0; subtilisin Carlsberg In water at 30℃; Kinetics; further enzymes;
L-alanin
56-41-7

L-alanin

4-nitrophenol acetate
830-03-5

4-nitrophenol acetate

A

4-nitro-phenol
100-02-7

4-nitro-phenol

B

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

Conditions
ConditionsYield
β‐cyclodextrin In water; dimethyl sulfoxide at 25℃; Rate constant; Mechanism; various conditions; analogous reaction with other amino acids and with amino acid methyl esters;
β‐cyclodextrin In water; dimethyl sulfoxide at 25℃; Rate constant; Mechanism; various conditions;
DL-N-acetyl alanine isopropyl ester
26629-34-5

DL-N-acetyl alanine isopropyl ester

A

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

B

D-N-acetyl alanine isopropyl ester
92899-44-0

D-N-acetyl alanine isopropyl ester

Conditions
ConditionsYield
In ethanol; water at 35℃; for 48h; Yield given;
DL-N-acetyl alanine n-octyl ester
108260-11-3

DL-N-acetyl alanine n-octyl ester

A

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

B

D-N-acetylamino alanine n-octyl ester
108260-11-3

D-N-acetylamino alanine n-octyl ester

Conditions
ConditionsYield
In ethanol; water at 35℃; for 48h;
DL-acetylamino alanine cyclohexyl ester
108260-12-4

DL-acetylamino alanine cyclohexyl ester

A

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

B

(R)-2-Acetylamino-propionic acid cyclohexyl ester
108260-12-4

(R)-2-Acetylamino-propionic acid cyclohexyl ester

Conditions
ConditionsYield
In ethanol; water at 35℃; for 48h;
DL-N-acetylamino alanine benzyl ester
114285-13-1

DL-N-acetylamino alanine benzyl ester

A

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

B

D-N-acetylamino alanine benzyl ester
123126-24-9

D-N-acetylamino alanine benzyl ester

Conditions
ConditionsYield
In ethanol; water at 35℃; for 48h;
2-methyl-4-methyl-4H-oxazolin-5-one
69773-71-3

2-methyl-4-methyl-4H-oxazolin-5-one

A

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

B

(R)-2-(acetylamino)propanoic acid
19436-52-3

(R)-2-(acetylamino)propanoic acid

Conditions
ConditionsYield
With alpha cyclodextrin In water; acetonitrile pH 7.86; Title compound not separated from byproducts;
2-N-acetylamino-2-methymalonic acid

2-N-acetylamino-2-methymalonic acid

A

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

B

(R)-2-(acetylamino)propanoic acid
19436-52-3

(R)-2-(acetylamino)propanoic acid

Conditions
ConditionsYield
2-ethoxy-N-(9-deoxyepicinchonine-9-yl)benzamide In tetrahydrofuran at 70℃; for 24h; Title compound not separated from byproducts.;
(S)-N-acetylalanine methyl ester
3619-02-1

(S)-N-acetylalanine methyl ester

A

L-alanin
56-41-7

L-alanin

B

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

Conditions
ConditionsYield
With acylase I from porcine kidney In phosphate buffer for 24h; pH=7.5; Product distribution; Further Variations:; Reagents;
diethyl α-acetamido, α-methylmalonate
55166-91-1

diethyl α-acetamido, α-methylmalonate

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 20 percent / KOH / ethanol; H2O / 144 h / 20 °C
2: N-(9-deoxyepicinchonine-9-yl)-2-ethoxybenzamide / tetrahydrofuran / 24 h / 70 °C
View Scheme
2-Acetamidoacrylic acid
5429-56-1

2-Acetamidoacrylic acid

N-acetamido cinnamic acid
55065-02-6, 64590-80-3, 5469-45-4

N-acetamido cinnamic acid

A

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

B

(R)-2-(acetylamino)propanoic acid
19436-52-3

(R)-2-(acetylamino)propanoic acid

C

(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

D

(S)-2-acetylamino-3-phenylpropanoic acid
2018-61-3

(S)-2-acetylamino-3-phenylpropanoic acid

Conditions
ConditionsYield
With hydrogen; streptavidin; [Rh(COD)Biot-(R)-Pro-1]+ In water; dimethyl sulfoxide at 20℃; under 3750.38 Torr; for 15h; pH=5.5;
3-(2-(acetylamino)propanoyl)-1-(4-cyanophenyl)-3-methyltriazene
1147743-27-8

3-(2-(acetylamino)propanoyl)-1-(4-cyanophenyl)-3-methyltriazene

A

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

B

4-Aminobenzonitrile
873-74-5

4-Aminobenzonitrile

Conditions
ConditionsYield
With sulfuric acid; water at 25℃; pH=0.72; Kinetics; pH-value; Reagent/catalyst;
L-alanin
56-41-7

L-alanin

2-acetyloxy-5-nitrobenzoic acid
17336-14-0

2-acetyloxy-5-nitrobenzoic acid

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

Conditions
ConditionsYield
In water at 25℃; Kinetics; Concentration;
L-alanin
56-41-7

L-alanin

2-acetoxy-5-chloro-benzoic acid
1734-62-9

2-acetoxy-5-chloro-benzoic acid

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

Conditions
ConditionsYield
In water at 25℃; Kinetics; Concentration;
L-alanin
56-41-7

L-alanin

aspirin
50-78-2

aspirin

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

Conditions
ConditionsYield
In water at 25℃; Kinetics; Concentration;
iminimycin B

iminimycin B

A

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

B

C17H20N(1+)

C17H20N(1+)

Conditions
ConditionsYield
With Raney nickel In ethanol at 70℃; for 7h;
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

bis(triphenylphosphane)carbonatoplatinum(II) dichloromethane monosolvate
20555-33-3

bis(triphenylphosphane)carbonatoplatinum(II) dichloromethane monosolvate

[platinum(II)(PPh3)2(κN,κO-N-acetyl alanine(-2H))]

[platinum(II)(PPh3)2(κN,κO-N-acetyl alanine(-2H))]

Conditions
ConditionsYield
In methanol at 20℃; Inert atmosphere; Schlenk technique;99%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

L-Phenylalanine amide
5241-58-7

L-Phenylalanine amide

Nα-(9-Fluorenylmethoxycarbonyl)-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-L-serine pentafluorophenyl ester
243469-45-6

Nα-(9-Fluorenylmethoxycarbonyl)-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-L-serine pentafluorophenyl ester

Ac-Ala-Ser[β-Gal(OAc)4]-Phe-NH2
291311-51-8

Ac-Ala-Ser[β-Gal(OAc)4]-Phe-NH2

Conditions
ConditionsYield
Multistep reaction;97%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

ethyl iodide
75-03-6

ethyl iodide

(S)-N-ethanoylalanine ethyl ester
5686-40-8

(S)-N-ethanoylalanine ethyl ester

Conditions
ConditionsYield
With cesium fluoride In acetonitrile for 1.5h; Heating;95%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

L-alanine methyl ester hydrochloride
2491-20-5

L-alanine methyl ester hydrochloride

N-acetyl-L-alanyl-L-alanine methyl ester
30802-26-7

N-acetyl-L-alanyl-L-alanine methyl ester

Conditions
ConditionsYield
With cyano-hydroxyimino-acetic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20℃; for 2h; optical yield given as %de;95%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

Ac-Ala-Trp-OMe

Ac-Ala-Trp-OMe

Conditions
ConditionsYield
Stage #1: (S)-tryptophan methyl ester hydrochloride With potassium carbonate In water at 25℃; for 0.166667h;
Stage #2: (S)-acetamidoalanine With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 12h;
95%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

chloroacetonitrile
107-14-2

chloroacetonitrile

N-acetyl-(S)-alanine cyanomethyl ester
60397-83-3

N-acetyl-(S)-alanine cyanomethyl ester

Conditions
ConditionsYield
With triethylamine In acetonitrile at 0 - 20℃; for 4.5h;94%
With triethylamine In acetonitrile at 20℃;78%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride
16652-71-4

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

Ac-Ala-Pro-OBn
41591-34-8

Ac-Ala-Pro-OBn

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide for 16h; Ambient temperature;93%
formaldehyd
50-00-0

formaldehyd

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

(S)-3-Acetyl-4-methyl-oxazolidin-5-one
220035-06-3

(S)-3-Acetyl-4-methyl-oxazolidin-5-one

Conditions
ConditionsYield
With K10 clay for 0.0333333h; Cyclization; microwave irradiation;92%
With toluene-4-sulfonic acid In benzene Heating;
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

1,1,1,3',3',3'-hexafluoro-propanol
920-66-1

1,1,1,3',3',3'-hexafluoro-propanol

C8H9F6NO3

C8H9F6NO3

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 4.5h;92%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

benzylamine
100-46-9

benzylamine

2-(acetylamino)-N-(phenylmethyl)propanamide
117066-24-7

2-(acetylamino)-N-(phenylmethyl)propanamide

Conditions
ConditionsYield
Stage #1: (S)-acetamidoalanine With N-chlorobenzotriazole; triphenylphosphine In dichloromethane at 0 - 20℃; for 0.25h;
Stage #2: benzylamine With triethylamine at 20℃; for 1.16667h;
90%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

C38H57N3O3

C38H57N3O3

C43H64N4O5

C43H64N4O5

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;90%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

methyl (2S)-2-amino-3-phenylpropanoate
2577-90-4

methyl (2S)-2-amino-3-phenylpropanoate

N-acetyl-L-alaninyl-L-phenylalanine methyl ester
18828-19-8

N-acetyl-L-alaninyl-L-phenylalanine methyl ester

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 12h;89%
C22H29N3O3S2
1026701-90-5

C22H29N3O3S2

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

(2S)-2-(acetylamino)-N-[(1S,2R)-2-hydroxy-3-[[(4-methoxyphenyl)sulfonyl][(2S)-2-methylbutyl]amino]-1-(phenylmethyl)propyl]-propanamide
1066865-58-4

(2S)-2-(acetylamino)-N-[(1S,2R)-2-hydroxy-3-[[(4-methoxyphenyl)sulfonyl][(2S)-2-methylbutyl]amino]-1-(phenylmethyl)propyl]-propanamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; water at 0 - 4℃;88%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

2,2,3,3,3-pentafluoropropyl triflate
6401-00-9

2,2,3,3,3-pentafluoropropyl triflate

C8H10F5NO3

C8H10F5NO3

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 0 - 20℃; for 16.5h;88%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

(3,5,6-trimethyl pyrazine-2-yl)methyl-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-eicosahydropicene-2-carboxylate
1396810-44-8

(3,5,6-trimethyl pyrazine-2-yl)methyl-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-eicosahydropicene-2-carboxylate

C43H63N3O6

C43H63N3O6

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane88%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

C12H19N

C12H19N

C17H26N2O2

C17H26N2O2

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 8h;87%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

L-Phenylalanine amide
5241-58-7

L-Phenylalanine amide

(S)-2-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid pentafluorophenyl ester
291311-50-7

(S)-2-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid pentafluorophenyl ester

Ac-Ala-Nα-Me-Ser[β-Gal(OAc)4]-Phe-NH2
291311-52-9

Ac-Ala-Nα-Me-Ser[β-Gal(OAc)4]-Phe-NH2

Conditions
ConditionsYield
Multistep reaction;86%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

D-phenylalanine methyl ester
21685-51-8

D-phenylalanine methyl ester

Ac-Ala-D-Phe-OMe

Ac-Ala-D-Phe-OMe

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 12h;86%
2-hydroxy-N-methylacetamide
5415-94-1

2-hydroxy-N-methylacetamide

(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

Ac-L-Ala-Glyco-NHMe

Ac-L-Ala-Glyco-NHMe

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran at 0 - 20℃; for 12h;84%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

C15H17Cl2NO3

C15H17Cl2NO3

((S)-2-acetamidopropanoyloxy)methyl 1-(2-chlorophenyl)-2-oxocyclohexyl(methyl)carbamate

((S)-2-acetamidopropanoyloxy)methyl 1-(2-chlorophenyl)-2-oxocyclohexyl(methyl)carbamate

Conditions
ConditionsYield
With potassium carbonate; sodium iodide In acetone at 70℃; for 1h;84%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

(diphenylphosphanyl)methanethiol
324753-16-4

(diphenylphosphanyl)methanethiol

AcAlaSCH2PPh2
905992-17-8

AcAlaSCH2PPh2

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide for 4h;83%
With dmap; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;53%
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide for 4h;
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

1'-[((fluoren-9-yl)methoxycarbonyl)amino]ferrocene-1-carboxylic acid
808770-90-3

1'-[((fluoren-9-yl)methoxycarbonyl)amino]ferrocene-1-carboxylic acid

HO-Ala-Fca-Ala-NHAc

HO-Ala-Fca-Ala-NHAc

Conditions
ConditionsYield
With TentaGel-Wang-Ala-Fmoc; 1,3-diisopropylcarbodiimide; 1-hydroxybenzotriazole In dichloromethane; N,N-dimethyl-formamide Fmoc-Fca-OH + DIC/HOBt in CH2Cl2/DMF added to resin (TentaGel-Wang + piperidine in CH2Cl2/DMF, washed), shaked (12 h), washed, added acetic anhydride/pyridine (30 min), washed, added piperidine in CH2Cl2/DMF, Ac-Ala-OH + HOBt/DIC added, shaked (12 h); washed (DMF, CH2Cl2), cleaved from resin (50% trifluoroacetic acid in CH2Cl2, 1h), purified on silica gel (EtOAc/MeOH);83%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

2,2,2-trifluoroethyl trifluoromethanesulphonate
6226-25-1

2,2,2-trifluoroethyl trifluoromethanesulphonate

C7H10F3NO3

C7H10F3NO3

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 0 - 20℃; for 16.5h;83%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

C15H17Cl2NO3

C15H17Cl2NO3

((S)-2-acetamidopropanoyloxy)methyl (S)-1-(2-chlorophenyl)-2-oxocyclohexyl(methyl)carbamate

((S)-2-acetamidopropanoyloxy)methyl (S)-1-(2-chlorophenyl)-2-oxocyclohexyl(methyl)carbamate

Conditions
ConditionsYield
With potassium carbonate; sodium iodide In acetone at 70℃; for 1h;81%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

(4S,4'S,5S,5'S)-2,2'-(propane-2,2-diyl)bis(4-(hydroxymethyl)-5-phenyl-4,5-dihydrooxazole)
210964-81-1

(4S,4'S,5S,5'S)-2,2'-(propane-2,2-diyl)bis(4-(hydroxymethyl)-5-phenyl-4,5-dihydrooxazole)

(2S)-acetylaminopropionic acid 2-{1-[(4S)-((2S)-acetylaminopropionyloxymethyl)-(5S)-phenyl-4,5-dihydrooxazol-2-yl]-1-methylethyl}-(5S)-phenyl-4,5-dihydrooxazol-(4S)-ylmethyl ester

(2S)-acetylaminopropionic acid 2-{1-[(4S)-((2S)-acetylaminopropionyloxymethyl)-(5S)-phenyl-4,5-dihydrooxazol-2-yl]-1-methylethyl}-(5S)-phenyl-4,5-dihydrooxazol-(4S)-ylmethyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃;78%
(S)-acetamidoalanine
97-69-8

(S)-acetamidoalanine

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine
35661-39-3

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-α-aminoisobutyric acid
94744-50-0

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-α-aminoisobutyric acid

Ac-Ala-Aib-Ala-OH
194936-10-2

Ac-Ala-Aib-Ala-OH

Conditions
ConditionsYield
Multistep reaction.;78%

97-69-8Relevant articles and documents

Cullen,Sugi

, p. 1635 (1978)

Asymmetric Hydrogenation in Water by a Rhodium Complex of Sulfonated 2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (binap)

Wan, Kam-to,Davis, Mark E.

, p. 1262 - 1264 (1993)

The synthesis of sulfonated 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (binap) is reported; a rhodium complex of this ligand is the first to perform asymmetric hydrogenation in neat water with optical yields as high as those obtained in nonaqueous solvent.

The effect of imidazolium salts with amino acids as counterions on the reactivity of 4-nitrophenyl acetate: A kinetic study

Figueroa, Roberto,Orth, Elisa,Pavez, Paulina,Rojas, Mabel,Santos, José G.

, (2020/04/29)

As a first approach to improve the “green character” of the surfactants based on imidazolium cations, three surfactants using 1-tetradecyl-3-methylimidazolium [C14mim]+ as cation and different amino acids (AA) as counterion, were syn

GRANZYME B DIRECTED IMAGING AND THERAPY

-

Page/Page column 108, (2019/09/04)

Provided herein are heterocyclic compounds useful for imaging Granzyme B. Methods of imaging Granzyme B, combination therapies, and kits comprising the Granzyme B imaging agents are also provided.

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