(R)-2-Benzyloxycarbonylamino-3-(1,2-diacetoxy-ethylsulfanyl)-propionic acid methyl ester

Base Information

• Chemical Name: (R)-2-Benzyloxycarbonylamino-3-(1,2-diacetoxy-ethylsulfanyl)-propionic acid methyl ester
• CAS No.: 191721-67-2
• Molecular Formula: C₁₈H₂₃NO₈S
• Molecular Weight: 413.449

Synonyms:(R)-2-Benzyloxycarbonylamino-3-(1,2-diacetoxy-ethylsulfanyl)-propionic acid methyl ester

Chemical Property of (R)-2-Benzyloxycarbonylamino-3-(1,2-diacetoxy-ethylsulfanyl)-propionic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (R)-2-Benzyloxycarbonylamino-3-(1,2-diacetoxy-ethylsulfanyl)-propionic acid methyl ester

There total 1 articles about (R)-2-Benzyloxycarbonylamino-3-(1,2-diacetoxy-ethylsulfanyl)-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:

acetoxyacetaldehyde (5371-49-3) + N-benzyloxycarbonyl-L-cysteine methyl ester (53907-28-1) + acetic anhydride (108-24-7) → (R)-2-Benzyloxycarbonylamino-3-(1,2-diacetoxy-ethylsulfanyl)-propionic acid methyl ester (191721-67-2)

Guidance literature:

With pyridine; silica gel; Multistep reaction; 1.) CH₂Cl₂;

DOI:10.1016/S0040-4039(97)00672-2

Reference yield: 21.0%

(R)-2-Benzyloxycarbonylamino-3-(1,2-diacetoxy-ethylsulfanyl)-propionic acid methyl ester (191721-67-2) → (R)-3-((S)-1-Acetoxy-2-hydroxy-ethylsulfanyl)-2-benzyloxycarbonylamino-propionic acid methyl ester

Guidance literature:

With Pseudomonas fluorescencs lipase; In various solvent(s); at 30 ℃; phosphate buffer (pH 7);

DOI:10.1016/S0040-4039(97)00672-2

Reference yield: 21.0%

(R)-2-Benzyloxycarbonylamino-3-(1,2-diacetoxy-ethylsulfanyl)-propionic acid methyl ester (191721-67-2) → (R)-3-((S)-1-Acetoxy-2-hydroxy-ethylsulfanyl)-2-benzyloxycarbonylamino-propionic acid methyl ester + (R)-2-Benzyloxycarbonylamino-3-((R)-1,2-diacetoxy-ethylsulfanyl)-propionic acid methyl ester + (R)-2-Benzyloxycarbonylamino-3-((S)-1,2-diacetoxy-ethylsulfanyl)-propionic acid methyl ester

Guidance literature:

Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(97)00672-2

upstream raw materials:

acetoxyacetaldehyde

N-benzyloxycarbonyl-L-cysteine methyl ester

acetic anhydride

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