Welcome to LookChem.com Sign In|Join Free
  • or

153-94-6

Post Buying Request

153-94-6 Suppliers

Recommended suppliersmore

Product FOB Price Min.Order Supply Ability Supplier
D(+)-Tryptophan Manufacturer/High quality/Best price/In stock
Cas No: 153-94-6
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
D(+)-Tryptophan
Cas No: 153-94-6
No Data 25 Kilogram 500 Metric Ton/Year Changzhou Sunsanta Chemical Co.,Ltd Contact Supplier
D-tryptophan Manufacturer CAS NO.153-94-6
Cas No: 153-94-6
No Data No Data Metric Ton/Day BLRH BIOTECH CO., LTD. Contact Supplier
low price D(+)-Tryptophan with high quality
Cas No: 153-94-6
USD $ 1.0-5.0 / Kilogram 1 Kilogram 100 Kilogram/Month Career Henan Chemical Co Contact Supplier
D(+)-Tryptophan
Cas No: 153-94-6
No Data 1 Kilogram 1 Metric Ton/Day Shanghai SE Pharm Co., Ltd Contact Supplier
D-Tryptophan
Cas No: 153-94-6
USD $ 66.0-67.0 / Kilogram 1 Kilogram 50 Metric Ton/Month Shanghai AngewChem Co., Ltd. Contact Supplier
D-Tryptophan153-94-6
Cas No: 153-94-6
No Data No Data No Data Shanghai Hanhong Scientific Co.,Ltd. Contact Supplier
D(+)-Tryptophan
Cas No: 153-94-6
No Data 1 Kilogram 500 Metric Ton/Month Shochem(Shanghai) Co., Ltd Contact Supplier
D(+)-Tryptophan
Cas No: 153-94-6
No Data 1 Metric Ton 500 Metric Ton/Year Simagchem Corporation Contact Supplier
High purity 153-94-6 D-Tryptophan
Cas No: 153-94-6
USD $ 100.0-500.0 / Gram 1 Gram 99999 Gram/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier

153-94-6 Usage

Description

D-tryptophan (Full name D (+)-Tryptophan) is a white to pale yellow or white crystalline powder at room temperature, odorless or slight odor, slightly sweet taste. Solubility in water is 1.14 g (25 ℃), soluble in dilute acid and alkali, stable in alkali, decomposed in strong acid, slightly soluble in ethanol, not soluble in chloroform, ethyl ether. It plays an important role for human and animal growth and development, metabolism, known as the second essential amino acids. They are almost identical with L-type and physical and chemical properties, and only the optical activity is opposite. But their distribution, function and coenzyme have diversity. Its melting point is very high, generally above 200 degrees. It can dissolve in water, and in the near UV region it has the ability to absorb light.
Tryptophan is one of the 20 standard amino acids, as well as an essential amino acid in the human diet. It is encoded in the standard genetic code as the codon UGG. the D-stereoisomer is occasionally found in naturally produced peptides (for example, the marine venom peptide contryphan). The distinguishing structural characteristic of tryptophan is that it contains an indole functional group. It is an essential amino acid as defined by its growth effects on rats.

Project Standards

Appearance  white or slightly yellow crystalline powder
Content 99.0%~101.0%
Specific rotation [α] D20 + 30.5 °~+ 32.5 °
Transmittance ≥95.0%
Acidity PH 5.5~6.4
Loss on drying ≤0.2%
Residue on ignition ≤0.1%
Chloride [Cl-] ≤0.02%
Sulphate [SO42-] ≤0.02%
Ammonium [NH4 +] ≤0.02%
Heavy metals [Pb] ≤10ppm
Ferric [Fe] ≤10ppm
Arsenic salt [As2O3] ≤1ppm
Other amino acids compliance

Chemical Properties

white powder

Application

An important nutrient, niacin is used as the control agent Medicine
Production method: D-tryptophan as raw material, chloroacetic anhydride was added under cooling state after polishing sulfuric acid in ice water, filtered and recrystallized from water, and finally treatment with carboxypeptidase trypsin to remove L-type, acidified with acetic acid, ethanol recrystallization refining.

References

Fujita, Yukihiro, et al. "Incretin release from gut is acutely enhanced by sugar but not by sweeteners in vivo." American Journal of Physiology Endocrinology & Metabolism 296.3(2009):E473.
Bacchus, W, W. Weber, and M. Fussenegger. "Increasing the dynamic control space of mammalian transcription devices by combinatorial assembly of homologous regulatory elements from different bacterial species." Metabolic Engineering 15.1(2013):144.

Reactivity Profile

Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Fire Hazard

Flash point data are not available for D(+)-Tryptophan, but D(+)-Tryptophan is probably combustible.

Definition

ChEBI: The D-enantiomer of tryptophan.

Air & Water Reactions

Slightly soluble in water.

Uses

An essential amino acid found in naturally produced peptides. Unlike its stereoisomer, L-tryptophan, it is not used in structural or enzyme proteins.

References

https://pubchem.ncbi.nlm.nih.gov/compound/D-Tryptophan#section=Top

Uses

An essential amino acid found in naturally produced pedtides. Unlike its stereoisomer, L-tryptophan, it is not used in structural or enzyme proteins.

Description

D(+)-tryptophan is the D-form (non-proteinogenic form) of the amino acid tryptophan. It can be used for Human embryonic kidney cell (HEK-293, ATCC: CRL-1573) culture. It is also a sweetener used to study the release of incretins from enteroendocrine cells triggered by sugar but not by sweeteners.

Characteristics and Functions

D-tryptophan amino acid, as a non-reactive protein, has special physiological properties. It can be used as a non-nutritive sweeteners, feed additive, plant growth agents in food feed industry and agriculture. In the pharmaceutical industry, it mainly used for the synthesis of various polypeptides, instead of L-tryptophan peptide drug for half-life extending and reduce the side effects, but it will not resistant to the front body, and it will become important enzyme inhibitor. It can also improve the body's immunity, delayed allergic reactions. Most peptide antibiotic can resistant gram-positive bacteria, Gram-negative bacteria and some, such as Pseudomonas aeruginosa, mycobacteria, fungi, bacteria, pathogens and tumor cells, which have better inhibit and kill ability.
D-tryptophan can be used for the synthetic of semi-synthetic antibiotics, for which pharmacological plays an important role for the side chain. The peptide bond is difficult to be β-lactam enzyme action, thus high stability, and has broad antibacterial spectrum, toxicity, hypoallergenic, rapid absorption, high blood concentrations of the drug long duration.

General Description

White solid.
InChI:InChI:1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)

153-94-6 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Sigma (T9753)  D-Tryptophan  ≥98.0% (HPLC) 153-94-6 T9753-100G 5,053.23CNY Detail
Sigma (T9753)  D-Tryptophan  ≥98.0% (HPLC) 153-94-6 T9753-25G 1,818.18CNY Detail
Sigma (T9753)  D-Tryptophan  ≥98.0% (HPLC) 153-94-6 T9753-5G 475.02CNY Detail
Alfa Aesar (A18426)  D-Tryptophan, 99%    153-94-6 100g 3126.0CNY Detail
Alfa Aesar (A18426)  D-Tryptophan, 99%    153-94-6 25g 1038.0CNY Detail
Alfa Aesar (A18426)  D-Tryptophan, 99%    153-94-6 5g 235.0CNY Detail
TCI America (T0539)  D-Tryptophan  >98.0%(HPLC)(T) 153-94-6 25g 990.00CNY Detail
TCI America (T0539)  D-Tryptophan  >98.0%(HPLC)(T) 153-94-6 5g 320.00CNY Detail

153-94-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name D-tryptophan

1.2 Other means of identification

Product number -
Other names (2R)-2-amino-3-(1H-indol-3-yl)propanoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:153-94-6 SDS

153-94-6Synthetic route

C15H15N3*C18H14Cl2N2O3

C15H15N3*C18H14Cl2N2O3

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With benzylamine hydrochloride In water; isopropyl alcohol at 20℃; for 1h;95%
Indole-3-pyruvic acid
392-12-1

Indole-3-pyruvic acid

A

L-Tryptophan
73-22-3

L-Tryptophan

B

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With CC10H14NOSCH2CH2CH3N(CH3)2 (5); zinc diacetate In methanol at 30℃; Product distribution; pH 4.00;A 6%
B 94%
With 5-((3-(dimethylamino)propyl)thio)-4-(aminomethyl)-3-hydroxyl-5,6,7,8-tetraquinoline In methanol at 30℃; Product distribution; stereoselective transaminations at pH=4.00, various reagents;A 6 % Chromat.
B 94 % Chromat.
With phosphate buffer; 6A-monoimidazolyl-6B-(5'-thiopyridoxaminyl)-β-D-cyclodextrin In water at 25℃; Product distribution; other reragents, various pH;
indole
120-72-9

indole

L-serin
56-45-1

L-serin

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
Stage #1: indole; L-serin With Salmonella enterica tryptophan synthase In methanol; aq. phosphate buffer at 37℃; pH=8.0; Enzymatic reaction;
Stage #2: With (2R)-aspartic acid In methanol; aq. phosphate buffer pH=8.0;
Stage #3: In aq. phosphate buffer; deuteromethanol at 37℃; pH=8.0; Enzymatic reaction; stereoselective reaction;
69%
β-(3-indolyl)-α-ketopropanoic acid sodium salt
66872-76-2

β-(3-indolyl)-α-ketopropanoic acid sodium salt

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With zinc(II) perchlorate; (S)-15-amino-methyl-14-hydroxy-5,5-dimethyl-2,8-dithia<9>(2,5)pyridinophane In methanol for 24h; Ambient temperature;62%
D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With sodium hydroxide; oxygen; 2-amino-2-hydroxymethyl-1,3-propanediol In water at 30℃; for 8h; pH=7.3; Resolution of racemate; Enzymatic reaction; enantioselective reaction;48%

A

L-Tryptophan
73-22-3

L-Tryptophan

B

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With Bis(2-ethylhexyl)phosphoric acid; sodium dodecyl-sulfate; O,O'-dibenzoyl-L-tartaric acid In octanol; water at 20℃; for 4h; Reflux; Resolution of racemate; optical yield given as %ee; enantioselective reaction;A n/a
B 18.59%
With (2R,3R,11R,12R)-(+)-18-crown-6-2,3,11,12-tetracarbonic acid In acetonitrile at 25℃; pH=3; Electrochemical reaction;
With teicoplanin In methanol; water Product distribution; Further Variations:; Reagents; pH-values; Solvents;
D-Tryptophan methyl ester
4299-70-1, 7303-49-3, 22032-65-1

D-Tryptophan methyl ester

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With barium dihydroxide; water
With methanol; barium dihydroxide
With Streptomyces spp. 82F2 D-aminopeptidase In dimethyl sulfoxide at 20℃; for 0.0833333h; pH=6.5; aq. buffer; Enzymatic reaction;
N-acetyl-D-tryptophan
2280-01-5

N-acetyl-D-tryptophan

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With hydrogenchloride; water
With sulfuric acid; water
With barium dihydroxide; water
With D-aminoacylase; cobalt(II) chloride hexahydrate at 36 - 37℃; pH=7.4; aq. phosphate buffer; Enzymatic reaction;
Nα-chloroacetyl-D-tryptophan
742100-62-5

Nα-chloroacetyl-D-tryptophan

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With sulfuric acid; water
N-(benzyloxycarbonyl)-D-tryptophan
2279-15-4

N-(benzyloxycarbonyl)-D-tryptophan

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With methanol; palladium; acetic acid Hydrogenation;
indole
120-72-9

indole

L-serin
56-45-1

L-serin

A

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

B

L-Tryptophan
73-22-3

L-Tryptophan

C

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
N+C5Ala2C16; PL+C2N2C16; copper(II) perchlorate In water at 30℃; for 200h; Product distribution; aq. acetate buffer (pH 5.0, KCl), other catalysts, also with D-serine and DL-serine;
(3-indolylmethyl)trimethylammonium iodide
5457-31-8

(3-indolylmethyl)trimethylammonium iodide

glycine
56-40-6

glycine

A

L-Tryptophan
73-22-3

L-Tryptophan

B

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
Yield given. Multistep reaction;
With hydrogenchloride; sodium hydroxide; S-2-N-(N'-benzylprolyl)aminibenzophenone; sodium methylate 1.) methanol, 2.) acetonitrile, 20 deg C, 3 h, 3.) methanol, reflux; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
DL-5-indolylmethylhydantoin

DL-5-indolylmethylhydantoin

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h;
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h; pH 8.0; enzymatic reaction;
N-carbamyl-D-tryptophan
54896-75-2

N-carbamyl-D-tryptophan

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h;
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 2h; pH 7.5; enzymatic reaction;
(S)-2-{(N-benzyl-2-pyrrolidinyl)carbonylamino}benzaldehyde
82704-14-1

(S)-2-{(N-benzyl-2-pyrrolidinyl)carbonylamino}benzaldehyde

A

L-Tryptophan
73-22-3

L-Tryptophan

B

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With hydrogenchloride; sodium methylate; nickel(II) nitrate Product distribution; 1.) MeOH, 40 deg C, 24 h, 2.) reflux;
H-Arg-D-Trp-NmePhe-D-Trp-Leu-Met-NH2

H-Arg-D-Trp-NmePhe-D-Trp-Leu-Met-NH2

A

L-arginine
74-79-3

L-arginine

B

N-Methyl-L-phenylalanine
2566-30-5

N-Methyl-L-phenylalanine

C

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With base In water Product distribution; other reagent;
D-tryptophan-ethyl ester

D-tryptophan-ethyl ester

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With sodium hydroxide; ethanol; water
D-tryptophan-isopropyl ester

D-tryptophan-isopropyl ester

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With hydrogenchloride; water
6A-(2-(2-(2-aminoethylamino)ethylamino)ethylamino)-6A-deoxy-β-cyclodextrin (R)-tryptophan complex

6A-(2-(2-(2-aminoethylamino)ethylamino)ethylamino)-6A-deoxy-β-cyclodextrin (R)-tryptophan complex

A

D-tryptophan
153-94-6

D-tryptophan

B

6A-(2-(2-(2-aminoethylamino)ethylamino)ethylamino)-6A-deoxy-β-cyclodextrin

6A-(2-(2-(2-aminoethylamino)ethylamino)ethylamino)-6A-deoxy-β-cyclodextrin

Conditions
ConditionsYield
With sodium perchlorate In water at 25.05℃; Equilibrium constant; Further Variations:; pH-values; decomplexation;
6A-deoxy-6A-(1,4,7,10-tetraazacyclododecan-1-yl)-β-cyclodextrin (R)-tryptophan complex

6A-deoxy-6A-(1,4,7,10-tetraazacyclododecan-1-yl)-β-cyclodextrin (R)-tryptophan complex

A

D-tryptophan
153-94-6

D-tryptophan

B

6A-deoxy-6A-(1,4,7,10-tetraazacyclododecan-1-yl)-β-cyclodextrin

6A-deoxy-6A-(1,4,7,10-tetraazacyclododecan-1-yl)-β-cyclodextrin

Conditions
ConditionsYield
With sodium perchlorate In water at 25.05℃; Equilibrium constant; Further Variations:; pH-values; decomplexation;
D-Tryptophan methyl ester
4299-70-1, 7303-49-3, 22032-65-1

D-Tryptophan methyl ester

A

methanol
67-56-1

methanol

B

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid; lipase from Bacillus thermocatenulanatus In water at 40℃; pH=7.20; Enzyme kinetics;
DL-tryptophan methyl ester
7303-49-3

DL-tryptophan methyl ester

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: di-O-benzoyl-Lg-tartaric acid
2: Ba(OH)2; water
View Scheme
Multi-step reaction with 2 steps
1: beim Behandeln mit Pankreas-Enzym in wss. Loesung
2: Ba(OH)2; methanol
View Scheme
N-acetyl-DL-tryptophan
1218-34-4, 87-32-1

N-acetyl-DL-tryptophan

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: beim Behandeln mit Hilfe von Amidase aus Aspergillus oryzae oder Penicillium vinaceum
2: H2SO4; water
View Scheme
Multi-step reaction with 2 steps
1: quinine
2: H2SO4; water
View Scheme
Multi-step reaction with 2 steps
1: brucine
2: HCl; water
View Scheme
N2-(chloroacetyl)-DL-tryptophan
79189-76-7

N2-(chloroacetyl)-DL-tryptophan

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pancreas-enzyme / arbeiten in wss. Loesung bei pH 7.6
2: H2SO4; water
View Scheme
(PPh3)2 PdCl2

(PPh3)2 PdCl2

1-acetamido-2-(3-indolyl)ethene

1-acetamido-2-(3-indolyl)ethene

2-(2-isopropyl-5-methylcyclohexyloxy)ethanol

2-(2-isopropyl-5-methylcyclohexyloxy)ethanol

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With CO In tetrahydrofuran; hydrogenchloride
1-acetamido-2-(3-indolyl)ethene

1-acetamido-2-(3-indolyl)ethene

2-(2-isopropyl-5-methylcyclohexyloxy)ethanol

2-(2-isopropyl-5-methylcyclohexyloxy)ethanol

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With CO; (PPh3)2PdCl2 In tetrahydrofuran; hydrogenchloride
trans-cyclo-(D-tryptophanyl-L-tyrosyl)
107911-05-7

trans-cyclo-(D-tryptophanyl-L-tyrosyl)

A

L-tyrosine
60-18-4

L-tyrosine

B

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With hydrogenchloride; water at 110℃; for 16h;
D-Alanine
338-69-2

D-Alanine

Indole-3-pyruvic acid
392-12-1

Indole-3-pyruvic acid

A

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

B

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With pyridoxal 5'-phosphate; recombinant Lactobacillus salivarius UCC118 D-amino acid aminotransferase In aq. phosphate buffer at 30℃; for 0.0166667h; pH=7.5; Enzymatic reaction;
methanol
67-56-1

methanol

D-tryptophan
153-94-6

D-tryptophan

Conditions
ConditionsYield
With thionyl chloride for 4h; Heating;100%
With thionyl chloride at 0 - 40℃; for 6h;98%
With thionyl chloride at 40℃; for 4h;97%
D-tryptophan
153-94-6

D-tryptophan

(R)-6-bromotryptophan
496930-10-0

(R)-6-bromotryptophan

Conditions
ConditionsYield
With oxygen; FAD-dependent tryptophan halogenase Thal; sodium bromide In isopropyl alcohol at 25℃; pH=7.4; Enzymatic reaction; chemoselective reaction;100%
With sodium hypophosphate; recombinant phosphite dehydrogenase; recombinant tryptophan C-6 flavin-dependent halogenase tar14 from Streptomyces coelicolor CH999; recombinant tryptophan C-6 flavin-dependent reductase tar15 from Escherichia coli; nicotinamide adenine dinucleotide phosphate; flavin adenine dinucleotide; sodium chloride In aq. buffer at 30℃; pH=7.6; Enzymatic reaction; regiospecific reaction;
With alcohol dehydrogenase from Rhodococcus spp; flavin reductase PrnF from Pseudomonas fluorescens; tryptophan 6-halogenase Thal fromStreptomyces albogriseolus; NAD; oxygen; flavin adenine dinucleotide; sodium bromide In aq. phosphate buffer; isopropyl alcohol at 25℃; pH=7.4; Reagent/catalyst; Enzymatic reaction;
trifluoroacetic acid
76-05-1

trifluoroacetic acid

D-tryptophan
153-94-6

D-tryptophan

C11H11BrN2O2*C2HF3O2

C11H11BrN2O2*C2HF3O2

Conditions
ConditionsYield
Stage #1: D-tryptophan With flavin adenine dinucleotide fully reduced neutral; NAD; oxygen; isopropyl alcohol; sodium bromide In aq. phosphate buffer at 25℃; pH=7.4; Enzymatic reaction;
Stage #2: trifluoroacetic acid In acetonitrile
100%
piperonal
120-57-0

piperonal

D-tryptophan
153-94-6

D-tryptophan

C19H18N2O5

C19H18N2O5

Conditions
ConditionsYield
In acetonitrile at 20℃; Product distribution / selectivity; Inert atmosphere of nitrogen;99.8%
methanol
67-56-1

methanol

D-tryptophan
153-94-6

D-tryptophan

D-Tryptophan methyl ester
4299-70-1, 7303-49-3, 22032-65-1

D-Tryptophan methyl ester

Conditions
ConditionsYield
With sulfuric acid for 2h; Time; Reflux; Large scale;99.4%
Stage #1: methanol; D-tryptophan With thionyl chloride for 18h; Reflux;
Stage #2: With sodium carbonate
93%
With thionyl chloride at 10 - 45℃; for 2h; Large scale;93.6%
D-tryptophan
153-94-6

D-tryptophan

trimellitic Anhydride
552-30-7

trimellitic Anhydride

(R)-2-(1-carboxy-2-(1H-indol-3-yl)ethyl)-1,3-dioxoisoindoline-5-carboxylic acid

(R)-2-(1-carboxy-2-(1H-indol-3-yl)ethyl)-1,3-dioxoisoindoline-5-carboxylic acid

Conditions
ConditionsYield
In diethylene glycol dimethyl ether at 200℃; for 0.166667h; microwave irradiation;99%
D-tryptophan
153-94-6

D-tryptophan

(2R)-2-amino-3-(1H-indol-3-yl)propan-1-ol
154-09-6, 526-53-4, 2899-29-8, 52485-52-6

(2R)-2-amino-3-(1H-indol-3-yl)propan-1-ol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 15h; Inert atmosphere; Reflux;98%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Reflux;98%
With dimethyl sulfide borane In tetrahydrofuran Reflux;92%
(R)-1-benzotriazol-1-yl-3,3,3-trifluoro-2-methoxy-2-phenylpropan-1-one
942130-82-7

(R)-1-benzotriazol-1-yl-3,3,3-trifluoro-2-methoxy-2-phenylpropan-1-one

D-tryptophan
153-94-6

D-tryptophan

(R)-3-(1H-indol-3-yl)-2-((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropionylamino)propionic acid

(R)-3-(1H-indol-3-yl)-2-((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropionylamino)propionic acid

Conditions
ConditionsYield
With triethylamine In water; acetonitrile at 20℃; for 12h;98%
succinic acid anhydride
108-30-5

succinic acid anhydride

D-tryptophan
153-94-6

D-tryptophan

(R)-N-[1-carboxy-2-(1H-indol-3-yl)ethyl]succinamic acid

(R)-N-[1-carboxy-2-(1H-indol-3-yl)ethyl]succinamic acid

Conditions
ConditionsYield
In tetrahydrofuran for 40h; Heating;96%
pentan-3-one
96-22-0

pentan-3-one

D-tryptophan
153-94-6

D-tryptophan

1,1-diethyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid

1,1-diethyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; Pictet-Spengler reaction;96%
benzaldehyde
100-52-7

benzaldehyde

D-tryptophan
153-94-6

D-tryptophan

N-benzyl-D-tryptophan
888009-83-4

N-benzyl-D-tryptophan

Conditions
ConditionsYield
With sodium cyanoborohydride In methanol95%
With sodium cyanoborohydride In methanol at 20℃; for 24h;
Stage #1: benzaldehyde; D-tryptophan In methanol at 23℃; for 2h;
Stage #2: With sodium cyanoborohydride In methanol at 0℃; for 15h;
benzyl chloroformate
501-53-1

benzyl chloroformate

D-tryptophan
153-94-6

D-tryptophan

N-(benzyloxycarbonyl)-D-tryptophan
2279-15-4

N-(benzyloxycarbonyl)-D-tryptophan

Conditions
ConditionsYield
With sodium hydrogencarbonate; potassium carbonate In water; acetone at 30℃; for 3h; pH=8 - 10; Cooling with ice;94%
With sodium hydroxide88%
With sodium hydroxide74%
With sodium hydroxide In water at 0 - 20℃;
Stage #1: D-tryptophan With sodium hydrogencarbonate; sodium carbonate In water; acetonitrile at 0℃; for 0.25h; pH=10 - Ca. 11; Cooling with ice;
Stage #2: benzyl chloroformate In water; acetonitrile at 0 - 20℃; for 3h;
methanol
67-56-1

methanol

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

D-tryptophan
153-94-6

D-tryptophan

(R)-2-Amino-3-(1H-indol-3-yl)-propionic acid methyl ester; compound with toluene-4-sulfonic acid

(R)-2-Amino-3-(1H-indol-3-yl)-propionic acid methyl ester; compound with toluene-4-sulfonic acid

Conditions
ConditionsYield
With p-toluenesulfonyl chloride at 75℃; for 4h;94%
With p-toluenesulfonyl chloride for 20h; Heating;
1,4,5,8-naphthalenetetracarboxylic dianhydride
81-30-1

1,4,5,8-naphthalenetetracarboxylic dianhydride

D-tryptophan
153-94-6

D-tryptophan

(R)-2-{7-[1-carboxy-2-(1H-indol-3-yl)ethyl]-1,3,6,8-tetraoxo-3,6,7,8-tetrahydro-1H-benzo[lmn][3,8]phenanthrolin-2-yl}-3-(1H-indol-3-yl)propionic acid

(R)-2-{7-[1-carboxy-2-(1H-indol-3-yl)ethyl]-1,3,6,8-tetraoxo-3,6,7,8-tetrahydro-1H-benzo[lmn][3,8]phenanthrolin-2-yl}-3-(1H-indol-3-yl)propionic acid

Conditions
ConditionsYield
With pyridine for 12h; Heating;94%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

D-tryptophan
153-94-6

D-tryptophan

D-Tryptophan methyl ester
4299-70-1, 7303-49-3, 22032-65-1

D-Tryptophan methyl ester

Conditions
ConditionsYield
With sulfuric acid at 92℃; for 18h;94%
S-benzoyl-3-mercaptopropanoyl chloride
67714-30-1

S-benzoyl-3-mercaptopropanoyl chloride

D-tryptophan
153-94-6

D-tryptophan

N2-(S-benzoyl-3-mercaptopropanoyl)-D-tryptophan
78818-49-2

N2-(S-benzoyl-3-mercaptopropanoyl)-D-tryptophan

Conditions
ConditionsYield
With potassium carbonate In water93%
1,2-Cyclohexanedicarboxylic acid-anhydride
85-42-7

1,2-Cyclohexanedicarboxylic acid-anhydride

D-tryptophan
153-94-6

D-tryptophan

(R)-2-(1,3-dioxooctahydroisoindol-2-yl)-3-(1H-indol-3-yl)propionic acid

(R)-2-(1,3-dioxooctahydroisoindol-2-yl)-3-(1H-indol-3-yl)propionic acid

Conditions
ConditionsYield
With pyridine for 12h; Heating;92%
2-nitrobenzyl chloride
610-14-0

2-nitrobenzyl chloride

D-tryptophan
153-94-6

D-tryptophan

(R)-3-(1H-indol-3-yl)-2-(2-nitrobenzamido)propanoic acid
1173180-35-2

(R)-3-(1H-indol-3-yl)-2-(2-nitrobenzamido)propanoic acid

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water at 0℃; Ionic liquid;91%
With sodium hydroxide In tetrahydrofuran; water at 0℃; for 2h; Reagent/catalyst;90%
With sodium hydroxide In tetrahydrofuran at 0℃; for 2h;1.59 g
(methylamino)acetonitrile
5616-32-0

(methylamino)acetonitrile

D-tryptophan
153-94-6

D-tryptophan

C14H16N4O

C14H16N4O

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 5h; Solvent; Temperature;91%
allyl alcohol
107-18-6

allyl alcohol

D-tryptophan
153-94-6

D-tryptophan

H-D-Trp-OAll

H-D-Trp-OAll

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 25 - 95℃;90.3%
With toluene-4-sulfonic acid In toluene at 25 - 95℃;90%
With toluene-4-sulfonic acid In toluene at 25 - 95℃;90.2%
trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

D-tryptophan
153-94-6

D-tryptophan

4-(3-indolylmethyl)-2-trifluoromethyl-5(4H)-oxazolone
126689-19-8

4-(3-indolylmethyl)-2-trifluoromethyl-5(4H)-oxazolone

Conditions
ConditionsYield
In diethyl ether at 30℃; for 0.166667h;90%
α-ethyl D-N-carbobenzoxyglutamate
97996-97-9

α-ethyl D-N-carbobenzoxyglutamate

D-tryptophan
153-94-6

D-tryptophan

Cbz-D-Glu(D-Trp-OH)-O-Et
1382326-14-8

Cbz-D-Glu(D-Trp-OH)-O-Et

Conditions
ConditionsYield
Stage #1: α-ethyl D-N-carbobenzoxyglutamate With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; Cooling with ice-water;
Stage #2: D-tryptophan In N,N-dimethyl-formamide at 20℃; Cooling with ice-water;
Stage #3: With hydrogenchloride In water; N,N-dimethyl-formamide Cooling with ice;
90%
benzyl chloride
100-44-7

benzyl chloride

D-tryptophan
153-94-6

D-tryptophan

D-tryptophan benzyl ester
141595-98-4

D-tryptophan benzyl ester

Conditions
ConditionsYield
With Iron(III) nitrate nonahydrate; ammonia; sodium Reflux;89%
piperonal
120-57-0

piperonal

D-tryptophan
153-94-6

D-tryptophan

(1R,3R)-1,2,3,4-tetrahydro-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid
406938-39-4

(1R,3R)-1,2,3,4-tetrahydro-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid

Conditions
ConditionsYield
Stage #1: piperonal; D-tryptophan With trifluoroacetic acid at 30 - 40℃; for 25h; Inert atmosphere;
Stage #2: With hydrogenchloride In water at 40 - 50℃; for 17h; Temperature; Inert atmosphere;
88.5%
1-benzyl N-carbobenzoxy-L-glutamate
65706-99-2

1-benzyl N-carbobenzoxy-L-glutamate

D-tryptophan
153-94-6

D-tryptophan

Cbz-D-Glu(D-Trp-OH)-O-Bzl
1382326-04-6

Cbz-D-Glu(D-Trp-OH)-O-Bzl

Conditions
ConditionsYield
Stage #1: 1-benzyl N-carbobenzoxy-L-glutamate With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; Cooling with ice-water;
Stage #2: D-tryptophan In N,N-dimethyl-formamide at 20℃; for 6h; Cooling with ice-water;
Stage #3: With hydrogenchloride In water; N,N-dimethyl-formamide Product distribution / selectivity; Cooling with ice;
88%
1,8-Naphthalic anhydride
81-84-5

1,8-Naphthalic anhydride

D-tryptophan
153-94-6

D-tryptophan

2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-3-(1H-indol-3-yl)-propionic acid

2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-3-(1H-indol-3-yl)-propionic acid

Conditions
ConditionsYield
In dimethyl sulfoxide at 150℃; for 0.5h;87%
2-Phenyl-iso-propyloxycarbonylfluorid
73167-00-7

2-Phenyl-iso-propyloxycarbonylfluorid

D-tryptophan
153-94-6

D-tryptophan

Ppoc-D-Trp
116246-59-4

Ppoc-D-Trp

Conditions
ConditionsYield
With sodium hydroxide; sodium hydrogencarbonate In tetrahydrofuran; diethyl ether at 0℃; for 2h;86%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

D-tryptophan
153-94-6

D-tryptophan

Boc-D-Trp-OH
5241-64-5

Boc-D-Trp-OH

Conditions
ConditionsYield
With triethylamine In methanol Inert atmosphere;86%
With sodium hydroxide In tetrahydrofuran; water at 0℃;

Please post your buying leads,so that our qualified suppliers will soon contact you!

*Required Fields