(S)-4-[(R)-2-(Acetylamino-methylsulfanyl)-1-(ethoxycarbonylmethyl-carbamoyl)-ethylsulfamoyl]-2-benzyloxycarbonylamino-butyric acid ethyl ester

Base Information

• Chemical Name: (S)-4-[(R)-2-(Acetylamino-methylsulfanyl)-1-(ethoxycarbonylmethyl-carbamoyl)-ethylsulfamoyl]-2-benzyloxycarbonylamino-butyric acid ethyl ester
• CAS No.: 149835-73-4
• Molecular Formula: C₂₄H₃₆N₄O₁₀S₂
• Molecular Weight: 604.703
• Mol file: 149835-73-4.mol

Synonyms:(S)-4-[(R)-2-(Acetylamino-methylsulfanyl)-1-(ethoxycarbonylmethyl-carbamoyl)-ethylsulfamoyl]-2-benzyloxycarbonylamino-butyric acid ethyl ester

Chemical Property of (S)-4-[(R)-2-(Acetylamino-methylsulfanyl)-1-(ethoxycarbonylmethyl-carbamoyl)-ethylsulfamoyl]-2-benzyloxycarbonylamino-butyric acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-[(R)-2-(Acetylamino-methylsulfanyl)-1-(ethoxycarbonylmethyl-carbamoyl)-ethylsulfamoyl]-2-benzyloxycarbonylamino-butyric acid ethyl ester

There total 1 articles about (S)-4-[(R)-2-(Acetylamino-methylsulfanyl)-1-(ethoxycarbonylmethyl-carbamoyl)-ethylsulfamoyl]-2-benzyloxycarbonylamino-butyric acid ethyl ester 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: 65.0%

S-acetamidomethyl-L-cysteinyl-glycine ethyl ester (105664-13-9) + ethyl (S)-2-benzyloxycarbonylamino-4-(chlorosulfonyl)butanoate (149835-72-3) → (S)-4-[(R)-2-(Acetylamino-methylsulfanyl)-1-(ethoxycarbonylmethyl-carbamoyl)-ethylsulfamoyl]-2-benzyloxycarbonylamino-butyric acid ethyl ester (149835-73-4)

Guidance literature:

With triethylamine; In chloroform; at 5 ℃; for 12h;

DOI:10.1016/S0040-4039(00)77622-2

Reference yield: 80.0%

(S)-4-[(R)-2-(Acetylamino-methylsulfanyl)-1-(ethoxycarbonylmethyl-carbamoyl)-ethylsulfamoyl]-2-benzyloxycarbonylamino-butyric acid ethyl ester (149835-73-4) → (S)-2-Benzyloxycarbonylamino-4-[(R)-2-[(R)-2-((S)-3-benzyloxycarbonylamino-3-ethoxycarbonyl-propane-1-sulfonylamino)-2-(ethoxycarbonylmethyl-carbamoyl)-ethyldisulfanyl]-1-(ethoxycarbonylmethyl-carbamoyl)-ethylsulfamoyl]-butyric acid ethyl ester

Guidance literature:

With iodine; In methanol; for 3h; Ambient temperature;

DOI:10.1016/S0040-4039(00)77622-2

Reference yield:

(S)-4-[(R)-2-(Acetylamino-methylsulfanyl)-1-(ethoxycarbonylmethyl-carbamoyl)-ethylsulfamoyl]-2-benzyloxycarbonylamino-butyric acid ethyl ester (149835-73-4) → (S)-2-Benzyloxycarbonylamino-4-[(R)-2-[(R)-2-((S)-3-benzyloxycarbonylamino-3-carboxy-propane-1-sulfonylamino)-2-(carboxymethyl-carbamoyl)-ethyldisulfanyl]-1-(carboxymethyl-carbamoyl)-ethylsulfamoyl]-butyric acid; hydrobromide

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / I₂ / methanol / 3 h / Ambient temperature

2: 90 percent / 1N NaOH / dimethylformamide; H₂O; acetone / 1.5 h / Ambient temperature

3: 4N HBr, AcOH / 2 h / Ambient temperature

With sodium hydroxide; hydrogen bromide; iodine; acetic acid; In methanol; water; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4039(00)77622-2

upstream raw materials:

S-acetamidomethyl-L-cysteinyl-glycine ethyl ester

ethyl (S)-2-benzyloxycarbonylamino-4-(chlorosulfonyl)butanoate