N-[3-((2S,8S,11R,17S)-8-Benzyl-11-mercaptomethyl-17-methyl-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexaaza-cyclooctadec-2-yl)-propyl]-guanidine

Base Information

• Chemical Name: N-[3-((2S,8S,11R,17S)-8-Benzyl-11-mercaptomethyl-17-methyl-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexaaza-cyclooctadec-2-yl)-propyl]-guanidine
• CAS No.: 882867-38-1
• Molecular Formula: C₂₅H₃₇N₉O₆S
• Molecular Weight: 591.691
• Mol file: 882867-38-1.mol

Synonyms:N-[3-((2S,8S,11R,17S)-8-Benzyl-11-mercaptomethyl-17-methyl-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexaaza-cyclooctadec-2-yl)-propyl]-guanidine

Chemical Property of N-[3-((2S,8S,11R,17S)-8-Benzyl-11-mercaptomethyl-17-methyl-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexaaza-cyclooctadec-2-yl)-propyl]-guanidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[3-((2S,8S,11R,17S)-8-Benzyl-11-mercaptomethyl-17-methyl-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexaaza-cyclooctadec-2-yl)-propyl]-guanidine

There total 4 articles about N-[3-((2S,8S,11R,17S)-8-Benzyl-11-mercaptomethyl-17-methyl-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexaaza-cyclooctadec-2-yl)-propyl]-guanidine 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: 78.0%

(S)-2-[2-((S)-2-{(S)-2-[2-((R)-2-Amino-3-tert-butyldisulfanyl-propionylamino)-acetylamino]-propionylamino}-5-guanidino-pentanoylamino)-acetylamino]-3-phenyl-propionic acid 2-ethyldisulfanyl-phenyl ester (882867-37-0) → N-[3-((2S,8S,11R,17S)-8-Benzyl-11-mercaptomethyl-17-methyl-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexaaza-cyclooctadec-2-yl)-propyl]-guanidine (882867-38-1)

Guidance literature:

(S)-2-[2-((S)-2-{(S)-2-[2-((R)-2-Amino-3-tert-butyldisulfanyl-propionylamino)-acetylamino]-propionylamino}-5-guanidino-pentanoylamino)-acetylamino]-3-phenyl-propionic acid 2-ethyldisulfanyl-phenyl ester; With 2-Mercaptoethanesulfonic acid; Saline; In phosphate buffer; for 3h; pH=7.4;

With tris(carboxyethyl)phosphine;

DOI:10.1016/j.tetlet.2006.01.077

Reference yield:

C38H62N8O11S3 → N-[3-((2S,8S,11R,17S)-8-Benzyl-11-mercaptomethyl-17-methyl-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexaaza-cyclooctadec-2-yl)-propyl]-guanidine (882867-38-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide; 1-hydroxybenzotriazole / dimethylformamide; CH₂Cl₂

2.1: TFA; water / phenol

3.1: 2-mercaptoethane sulfonic acid; saline / aq. phosphate buffer / 3 h / pH 7.4

3.2: 78 percent / tris(carboxyethyl)phosphine

With 2-Mercaptoethanesulfonic acid; Saline; water; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In phosphate buffer; dichloromethane; N,N-dimethyl-formamide; phenol;

DOI:10.1016/j.tetlet.2006.01.077

Reference yield:

C55H79N9O12S5 → N-[3-((2S,8S,11R,17S)-8-Benzyl-11-mercaptomethyl-17-methyl-3,6,9,12,15,18-hexaoxo-1,4,7,10,13,16-hexaaza-cyclooctadec-2-yl)-propyl]-guanidine (882867-38-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: TFA; water / phenol

2.1: 2-mercaptoethane sulfonic acid; saline / aq. phosphate buffer / 3 h / pH 7.4

2.2: 78 percent / tris(carboxyethyl)phosphine

With 2-Mercaptoethanesulfonic acid; Saline; water; trifluoroacetic acid; In phosphate buffer; phenol;

DOI:10.1016/j.tetlet.2006.01.077

upstream raw materials:

(S)-2-[2-((S)-2-{(S)-2-[2-((R)-2-Amino-3-tert-butyldisulfanyl-propionylamino)-acetylamino]-propionylamino}-5-guanidino-pentanoylamino)-acetylamino]-3-phenyl-propionic acid 2-ethyldisulfanyl-phenyl ester

(S)-2-Amino-3-phenyl-propionic acid 2-ethyldisulfanyl-phenyl ester