L-Tyrosyl-D-penicillaminyl-glycyl-L-phenylalanyl-D-cysteine cyclic (2-5)-thioether

Base Information

• Chemical Name: L-Tyrosyl-D-penicillaminyl-glycyl-L-phenylalanyl-D-cysteine cyclic (2-5)-thioether
• CAS No.: 259151-53-6
• Molecular Formula: C₂₈H₃₅N₅O₇S
• Molecular Weight: 585.681
• Mol file: 259151-53-6.mol

Synonyms:

Chemical Property of L-Tyrosyl-D-penicillaminyl-glycyl-L-phenylalanyl-D-cysteine cyclic (2-5)-thioether

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Tyrosyl-D-penicillaminyl-glycyl-L-phenylalanyl-D-cysteine cyclic (2-5)-thioether

There total 4 articles about L-Tyrosyl-D-penicillaminyl-glycyl-L-phenylalanyl-D-cysteine cyclic (2-5)-thioether 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:

(3S,6S,12R)-6-Benzyl-12-[(S)-2-benzyloxycarbonylamino-3-(4-benzyloxy-phenyl)-propionylamino]-13,13-dimethyl-5,8,11-trioxo-1-thia-4,7,10-triaza-cyclotridecane-3-carboxylic acid benzyl ester → Tyr-c[D-ValL-Gly-Phe-AlaL]-OH (259151-53-6)

Guidance literature:

With hydrogen bromide; acetic acid; at 20 ℃; for 2h;

DOI:10.1021/jm020108k

Reference yield:

(3R,6S,12R)-6-Benzyl-12-[(S)-2-benzyloxycarbonylamino-3-(4-benzyloxy-phenyl)-propionylamino]-13,13-dimethyl-5,8,11-trioxo-1-thia-4,7,10-triaza-cyclotridecane-3-carboxylic acid benzyl ester → Tyr-c[D-ValL-Gly-Phe-D-AlaL]-OH (259151-53-6)

Guidance literature:

With hydrogen bromide; acetic acid; at 20 ℃; for 2h;

DOI:10.1021/jm020108k

Reference yield:

(S)-2-(2-{(R)-3-((R)-2-Amino-2-benzyloxycarbonyl-ethylsulfanyl)-2-[(S)-2-benzyloxycarbonylamino-3-(4-benzyloxy-phenyl)-propionylamino]-3-methyl-butyrylamino}-acetylamino)-3-phenyl-propionic acid; hydrochloride → Tyr-c[D-ValL-Gly-Phe-D-AlaL]-OH (259151-53-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaHCO₃; diphenylphosphoryl azide / dimethylformamide / 72 h / 0 °C

2: HBr; AcOH / 2 h / 20 °C

With diphenylphosphoranyl azide; hydrogen bromide; sodium hydrogencarbonate; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/jm020108k