C₃₅H₄₃ClN₄O₆S

Base Information

• Chemical Name: C₃₅H₄₃ClN₄O₆S
• CAS No.: 1558057-87-6
• Molecular Formula: C₃₅H₄₃ClN₄O₆S
• Molecular Weight: 683.269
• Mol file: 1558057-87-6.mol

Synonyms:

Chemical Property of C₃₅H₄₃ClN₄O₆S

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₅H₄₃ClN₄O₆S

There total 17 articles about C₃₅H₄₃ClN₄O₆S 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-((tert-butoxycarbonyl)amino)-5,6-dihydro-4H-cyclopenta[d]thiazole-4-carboxylic acid (1190391-81-1) + (2S,5R)-tert-butyl 2-(4-aminobenzyl)-5-((R)-(3-chlorophenyl)(hydroxy)methyl)pyrrolidine-1-carboxylate (1558057-72-9) → C35H43ClN4O6S (1558057-87-6) + C35H43ClN4O6S (1558057-88-7)

Guidance literature:

2-((tert-butoxycarbonyl)amino)-5,6-dihydro-4H-cyclopenta[d]thiazole-4-carboxylic acid; (2S,5R)-tert-butyl 2-(4-aminobenzyl)-5-((R)-(3-chlorophenyl)(hydroxy)methyl)pyrrolidine-1-carboxylate; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 25 ℃; for 4h; Inert atmosphere;

In n-heptane; isopropyl alcohol; Inert atmosphere;

DOI:10.1021/jm4017224

Reference yield:

4-methoxybenzyl ((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-1-(3-chlorophenyl)-6-(4-nitrophenyl)-5-oxohexan-2-yl)carbamate (1558057-55-8) → C35H43ClN4O6S (1558057-87-6) + C35H43ClN4O6S (1558057-88-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: trifluoroacetic acid / dichloromethane / 1.5 h / Inert atmosphere

2.1: sodium tris(acetoxy)borohydride / dichloromethane / 12 h / 0 - 25 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 25 °C / Inert atmosphere

4.1: hydrogen; palladium 10% on activated carbon / methanol / 12 h

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / Inert atmosphere; Heating

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 4 h / 25 °C / Inert atmosphere

6.2: chiral HPLC(Pirkle (R,R)-Whelk-O column / Inert atmosphere

With palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm4017224

Reference yield:

(2R,5S)-2-((R)-((tert-butyldimethylsilyl)oxy)(3-chlorophenyl)methyl)-5-(4-nitrobenzyl)pyrrolidine (1558057-62-7) → C35H43ClN4O6S (1558057-87-6) + C35H43ClN4O6S (1558057-88-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 25 °C / Inert atmosphere

2.1: hydrogen; palladium 10% on activated carbon / methanol / 12 h

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / Inert atmosphere; Heating

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 4 h / 25 °C / Inert atmosphere

4.2: chiral HPLC(Pirkle (R,R)-Whelk-O column / Inert atmosphere

With palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm4017224

upstream raw materials:

4-methoxybenzyl ((1R,2R)-1-((tert-butyldimethylsilyl)oxy)-1-(3-chlorophenyl)-6-(4-nitrophenyl)-5-oxohexan-2-yl)carbamate

(2R,5S)-2-((R)-((tert-butyldimethylsilyl)oxy)(3-chlorophenyl)methyl)-5-(4-nitrobenzyl)pyrrolidine

(2S,5S)-tert-butyl 2-((R)-((tert-butyldimethylsilyl)oxy)(3-chlorophenyl)methyl)-5-(4-nitrobenzyl)pyrrolidine-1-carboxylate

(2S,5S)-tert-butyl 2-(4-aminobenzyl)-5-((R)-((tert-butyldimethylsilyl)oxy)(3-chlorophenyl)methyl)pyrrolidine-1-carboxylate

Downstream raw materials:

(R)-2-amino-N-(4-(((2S,5R)-5-((R)-(3-chlorophenyl)(hydroxy)methyl)pyrrolidin-2-yl)methyl)phenyl)-5,6-dihydro-4H-cyclopenta[d]thiazole-4-carboxamide

Refernces