L-Tryptophan, N-[(2-nitrophenyl)sulfonyl]-

Base Information

Chemical Name:L-Tryptophan, N-[(2-nitrophenyl)sulfonyl]-
CAS No.:866187-04-4
Molecular Formula:C₁₇H₁₅N₃O₆S
Molecular Weight:389.389
Hs Code.:
DSSTox Substance ID:DTXSID60364630
Wikidata:Q82148692

Synonyms:L-Tryptophan, N-[(2-nitrophenyl)sulfonyl]-;866187-04-4;(2S)-3-(1H-indol-3-yl)-2-[(2-nitrophenyl)sulfonylamino]propanoic acid;SCHEMBL6372066;DTXSID60364630;AKOS015969471;3-(1H-INDOL-3-YL)-2-(2-NITROBENZENESULFONAMIDO)PROPANOIC ACID

Suppliers and Price of L-Tryptophan, N-[(2-nitrophenyl)sulfonyl]-

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Total 0 raw suppliers

Chemical Property of L-Tryptophan, N-[(2-nitrophenyl)sulfonyl]-

Chemical Property:

PSA：153.46000
LogP:4.04520
XLogP3:2.4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:6
Exact Mass:389.06815638
Heavy Atom Count:27
Complexity:659

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC=C2C(=C1)C(=CN2)CC(C(=O)O)NS(=O)(=O)C3=CC=CC=C3[N+](=O)[O-]
Isomeric SMILES:C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)O)NS(=O)(=O)C3=CC=CC=C3[N+](=O)[O-]

Technology Process of L-Tryptophan, N-[(2-nitrophenyl)sulfonyl]-

There total 3 articles about L-Tryptophan, N-[(2-nitrophenyl)sulfonyl]- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 2‐chlorotrityl chloride resin

: 1694-92-4
2-Nitrobenzenesulfonyl chloride

: 143824-78-6,163619-04-3
3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester

: 866187-04-4
Ns-Trp-OH

Guidance literature:: 2‐chlorotrityl chloride resin; 3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester; With dmap; benzotriazol-1-ol; diisopropyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; at 0.24 ℃; for 16h; Wang resin

With piperidine; In N,N-dimethyl-formamide; at 0.24 ℃; for 0.25h;

2-Nitrobenzenesulfonyl chloride; Further stages;
DOI:10.1021/acs.joc.0c00599

Reference yield:

: 1694-92-4
2-Nitrobenzenesulfonyl chloride

: 866187-04-4
Ns-Trp-OH

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / CH₂Cl₂

2: aq. LiOH / methanol

With lithium hydroxide; triethylamine; In methanol; dichloromethane;
DOI:10.1016/j.bmcl.2005.06.035

Reference yield:

: 4299-70-1
L-tryptophan methyl ester

: 866187-04-4
Ns-Trp-OH

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / CH₂Cl₂

2: aq. LiOH / methanol

With lithium hydroxide; triethylamine; In methanol; dichloromethane;
DOI:10.1016/j.bmcl.2005.06.035