(R)-2-Benzyloxycarbonylamino-3-[(1R,2R)-2-tert-butoxycarbonylamino-3-hydroxy-1-(6-methoxy-benzo[1,3]dioxol-5-yl)-propylsulfanyl]-propionic acid methyl ester

Base Information

• Chemical Name: (R)-2-Benzyloxycarbonylamino-3-[(1R,2R)-2-tert-butoxycarbonylamino-3-hydroxy-1-(6-methoxy-benzo[1,3]dioxol-5-yl)-propylsulfanyl]-propionic acid methyl ester
• CAS No.: 426213-69-6
• Molecular Formula: C₂₈H₃₆N₂O₁₀S
• Molecular Weight: 592.667
• Mol file: 426213-69-6.mol

Synonyms:(R)-2-Benzyloxycarbonylamino-3-[(1R,2R)-2-tert-butoxycarbonylamino-3-hydroxy-1-(6-methoxy-benzo[1,3]dioxol-5-yl)-propylsulfanyl]-propionic acid methyl ester

Chemical Property of (R)-2-Benzyloxycarbonylamino-3-[(1R,2R)-2-tert-butoxycarbonylamino-3-hydroxy-1-(6-methoxy-benzo[1,3]dioxol-5-yl)-propylsulfanyl]-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-Benzyloxycarbonylamino-3-[(1R,2R)-2-tert-butoxycarbonylamino-3-hydroxy-1-(6-methoxy-benzo[1,3]dioxol-5-yl)-propylsulfanyl]-propionic acid methyl ester

There total 1 articles about (R)-2-Benzyloxycarbonylamino-3-[(1R,2R)-2-tert-butoxycarbonylamino-3-hydroxy-1-(6-methoxy-benzo[1,3]dioxol-5-yl)-propylsulfanyl]-propionic acid methyl 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: 80.0%

di-tert-butyl dicarbonate (24424-99-5) + N-benzyloxycarbonyl-L-cysteine methyl ester (53907-28-1) + [(1R,2R)-2-Hydroxy-1-hydroxymethyl-2-(6-methoxy-benzo[1,3]dioxol-5-yl)-ethyl]-carbamic acid tert-butyl ester → (R)-2-Benzyloxycarbonylamino-3-[(1R,2R)-2-tert-butoxycarbonylamino-3-hydroxy-1-(6-methoxy-benzo[1,3]dioxol-5-yl)-propylsulfanyl]-propionic acid methyl ester (426213-69-6)

Guidance literature:

N-benzyloxycarbonyl-L-cysteine methyl ester; [(1R,2R)-2-Hydroxy-1-hydroxymethyl-2-(6-methoxy-benzo[1,3]dioxol-5-yl)-ethyl]-carbamic acid tert-butyl ester; With trifluoroacetic acid; In toluene; at 0 ℃; for 0.166667h;

di-tert-butyl dicarbonate; With sodium hydrogencarbonate; In tetrahydrofuran; Further stages.;

DOI:10.1021/ol025743z

Reference yield:

(R)-2-Benzyloxycarbonylamino-3-[(1R,2R)-2-tert-butoxycarbonylamino-3-hydroxy-1-(6-methoxy-benzo[1,3]dioxol-5-yl)-propylsulfanyl]-propionic acid methyl ester (426213-69-6) → (R)-2-Benzyloxycarbonylamino-3-[(1R,2R)-2-tert-butoxycarbonylamino-3-hydroxy-1-(6-methoxy-benzo[1,3]dioxol-5-yl)-propylsulfanyl]-propionic acid

Guidance literature:

With lithium hydroxide;

DOI:10.1021/ol025743z

Reference yield:

(R)-2-Benzyloxycarbonylamino-3-[(1R,2R)-2-tert-butoxycarbonylamino-3-hydroxy-1-(6-methoxy-benzo[1,3]dioxol-5-yl)-propylsulfanyl]-propionic acid methyl ester (426213-69-6) → [(2S,3R,6R)-3-Hydroxymethyl-2-(6-methoxy-benzo[1,3]dioxol-5-yl)-5-oxo-[1,4]thiazepan-6-yl]-carbamic acid benzyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: LiOH

2: EDCI

With lithium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;

DOI:10.1021/ol025743z

upstream raw materials:

di-tert-butyl dicarbonate

N-benzyloxycarbonyl-L-cysteine methyl ester