Chinese Japanese Germany Korea
ChemicalBook >> CAS DataBase List >>6-Chloro-L-tryptophan

6-Chloro-L-tryptophan

6-Chloro-L-tryptophan Structure
6-Chloro-L-tryptophan structure
CAS No.
33468-35-8
Chemical Name:
6-Chloro-L-tryptophan
Synonyms
H-6-Cl-Trp-OH;6-Chlo-L-Tryptophan;L-6-CHLOROTRYPTOPHAN;6-Chloro-L-tryptophan;Tryptophan Impurity 14;Tryptophan Impurity 30;6-Chloro-(s)-Tryptophan;6-Chloro-L-tryptophane ;L-Tryptophan, 6-chloro-;6-CHLORO-L-TRYPTOPHAN USP/EP/BP
CBNumber:
CB0399395
Molecular Formula:
C11H11ClN2O2
Molecular Weight:
238.67
MDL Number:
MFCD02683925
MOL File:
33468-35-8.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:48:19
Request For Quotation

6-Chloro-L-tryptophan Properties

Melting point 244-246°C
Boiling point 476.9±45.0 °C(Predicted)
Density 1.474±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,2-8°C
solubility Aqueous Acid (Slightly), Methanol (Very Slightly, Heated)
form Solid
pka 2.22±0.10(Predicted)
color Off-White to Pale Beige
InChI InChI=1S/C11H11ClN2O2/c12-7-1-2-8-6(3-9(13)11(15)16)5-14-10(8)4-7/h1-2,4-5,9,14H,3,13H2,(H,15,16)/t9-/m0/s1
InChIKey FICLVQOYKYBXFN-VIFPVBQESA-N
SMILES C(O)(=O)[C@H](CC1C2=C(C=C(Cl)C=C2)NC=1)N
CAS DataBase Reference 33468-35-8
FDA UNII T8BEF538ZK

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
HS Code  2933998090

6-Chloro-L-tryptophan price More Price(61)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological C5034-42 6-Chloro-L-tryptophan 33468-35-8 10mg $382 2026-06-03 Buy
Usbiological 268109 6-Chloro L-tryptophan 33468-35-8 50mg $446 2026-06-03 Buy
Usbiological 268109 6-Chloro L-tryptophan 33468-35-8 100mg $679 2026-06-03 Buy
Usbiological 268109 6-Chloro L-tryptophan 33468-35-8 250mg $1044 2026-06-03 Buy
Usbiological 268109 6-Chloro L-tryptophan 33468-35-8 500mg $1649 2026-06-03 Buy
Product number Packaging Price Buy
C5034-42 10mg $382 Buy
268109 50mg $446 Buy
268109 100mg $679 Buy
268109 250mg $1044 Buy
268109 500mg $1649 Buy

6-Chloro-L-tryptophan Chemical Properties, Uses, Production

Chemical Properties

Colourless Prisms

Uses

The natural enantiomer of Chlorotryptophan.

Definition

ChEBI: 6-chloro-L-tryptophan is a non-proteinogenic L-alpha-amino acid that is L-tryptophan in which the hydrogen at position 6 on the indole ring has been replaced by a chlorine. It is a non-proteinogenic L-alpha-amino acid, a L-tryptophan derivative and an organochlorine compound. It is a tautomer of a 6-chloro-L-tryptophan zwitterion.

Synthesis

N-Acetyl 6-Chlorotryptophan

50517-10-7

6-CHLORO-L-TRYPTOPHAN

33468-35-8

The general procedure for the synthesis of (S)-2-amino-3-(6-chloro-1H-indol-3-yl)propionic acid from AC-DL-6-chlorotryptophan was as follows: 1. 6-Chloroindole (500 mg, 3.31 mmol, 1 eq.) and L-serine (695 mg, 6.62 mmol, 2 eq.) were dissolved in acetic acid (10 mL) and acetic anhydride (3.1 mL, 33.1 mmol, 10 eq.) was added. The mixture was stirred at 73 °C for 4 hours under argon protection. Upon completion of the reaction, the mixture was concentrated to half the original volume, diluted with water and extracted with ethyl acetate (EtOAc). The organic layers were combined, dried over sodium sulfate and evaporated to give the crude product N-acetyl-6-chloro-D,L-tryptophan (686 mg, 74% yield). 2. N-Acetyl-6-chloro-D,L-tryptophan (686 mg, 1.45 mmol) was dissolved in pH 8.0 phosphate buffer (50 mL) containing 1 mM CoCl2-6H2O. Acylase I (500 mg) was added and stirred at 37 °C for 24 h, during which time the pH was adjusted with LiOH to 8.0. Upon completion of the reaction, the mixture was heated to 60 °C and kept at 60 °C for 5 min, cooled to room temperature and then filtered through diatomaceous earth. The filtrate was acidified with HCl to pH about 3 and extracted with EtOAc. The aqueous layer was lyophilized and used as crude product for the next reaction (estimated yield 43%, based on the theoretical yield of L-enantiomer, 125.4 mg). 3. 6-Chloro-L-tryptophan (125.4 mg, 0.527 mmol, 1 eq.) was dissolved in a water/acetone (1:1, v/v) solvent mixture and NaHCO3 (88.5 mg, 1.05 mmol, 2 eq.) was added. Fmoc-OSu (195.6 mg, 0.58 mmol, 1.1 eq.) was dissolved in acetone and added to the reaction mixture in batches over 3 hours. After completion of the reaction, the acetone was evaporated and the aqueous layer was acidified with acetic acid to pH about 3 and extracted with EtOAc. The organic layers were combined, dried over sodium sulfate and evaporated. The crude product was purified by fast column chromatography (eluent: hexane:EtOAc:AcOH = 10:9:1) to give pure Fmoc-6-chloro-L-tryptophan (237 mg, 98% yield).

References

[1] Patent: WO2015/153761, 2015, A2. Location in patent: Paragraph 00256

6-Chloro-L-tryptophan synthesis

50517-10-7
33468-35-8
Synthesis of 6-Chloro-L-tryptophan from N-Acetyl 6-Chlorotryptophan

6-Chloro-L-tryptophan Preparation Products And Raw materials

Raw materials

N-Acetyl 6-Chlorotryptophan Cobalt chloride hexahydrate Aminoacylase

Preparation Products

6-Chloro-L-tryptophan Suppliers

Global Suppliers ( 116)
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
3B Pharmachem (Wuhan) International Co.,Ltd. 18930552037 3bsc@sina.com China 15813 69
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Shanghai Hanhong Scientific Co.,Ltd. 021-54306202 13764082696 info@hanhongsci.com China 42917 64
Chemsky（shanghai）International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
Shanghai Feibo Chemical Technology Co., Ltd 021-58955608,2250286 15921236618 blinkzeng@gmail.com China 522 62
Shanghai Ennopharm Co., Ltd. +86 (21) 6435-5022 China 4263 65
Shanghai T&W Pharmaceutical Co., Ltd. +86 21 61551611 China 9874 58
Wulechem Co., Ltd. 13761914825 wulesian@wulechem.com China 285 58
Amatek Scientific Co. Ltd. 0512-56316828 4008675858 sales@amateksci.com China 9848 55
Supplier Advantage
J & K SCIENTIFIC LTD. 76
3B Pharmachem (Wuhan) International Co.,Ltd. 69
Energy Chemical 61
Shanghai Hanhong Scientific Co.,Ltd. 64
Chemsky（shanghai）International Co.,Ltd. 50
Shanghai Feibo Chemical Technology Co., Ltd 62
Shanghai Ennopharm Co., Ltd. 65
Shanghai T&W Pharmaceutical Co., Ltd. 58
Wulechem Co., Ltd. 58
Amatek Scientific Co. Ltd. 55

View Latest Price from 6-Chloro-L-tryptophan manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
6-CHLORO-L-TRYPTOPHAN pictures 2019-07-06 6-CHLORO-L-TRYPTOPHAN
33468-35-8
 $1.00 1kg 98% 100KG Career Henan Chemical Co

6-Chloro-L-tryptophan Spectrum

6-CHLORO-L-TRYPTOPHAN(33468-35-8)1HNMR

33468-35-8 (6-Chloro-L-tryptophan) Related Search:

(S)-2-Amino-3-(6-fluoro-1H-indol-3-yl)-propionic acid 5-Methoxy-L-tryptophan (S)-2-Amino-3-(7-methyl-1H-indol-3-yl)-propionic acid (S)-2-Amino-3-(5-fluoro-1H-indol-3-yl)-propionic acid 7-Methoxy-L-tryptophan
6-broMo-L-tryptophan (2S)-2-amino-3-(5-bromo-1H-indol-3-yl)propanoic acid H-Trp(Boc)-OH H-Trp-Gly-Gly-OH H-Trp-Gly-OH
(S)-2-Amino-3-(4-fluoro-1H-indol-3-yl)-propionic acid 7-Fluoro-L-tryptophan 7-Chloro-L-tryptophan (S)-2-Amino-3-(4-chloro-1H-indol-3-yl)-propionic acid (S)-2-Amino-3-(5-chloro-1H-indol-3-yl)-propionic acid
5-Chloro-DL-tryptophan L-Tryptophanol BOC-5-CHLORO-DL-TRYPTOPHAN

1of4

L-6-CHLOROTRYPTOPHAN 6-Chloro-(s)-Tryptophan (2S)-2-amino-3-(6-chloro-1H-indol-3-yl)propanoic acid 6-Chloro-L-tryptophane (S)-2-AMino-3-(6-chloro-1H-indol-3-yl)propanoic acid L-Tryptophan, 6-chloro- -2-Amino-3-(6-chloro-1H-indol-3-yl) H-6-Cl-Trp-OH Tryptophan Impurity 30 Tryptophan Impurity 14 6-CHLORO-L-TRYPTOPHAN USP/EP/BP 6-Chlo-L-Tryptophan 6-Chloro-L-tryptophan 33468-35-8 Heterocycles Amino Acids 13C, 2H, 15N Amino Acids & Derivatives Chiral Reagents