(R_S,2R,3R)-2-benzyloxycarbonylamino-3-(toluene-4-sulfinyl)-2-trifluoromethylbutyric acid methyl ester

Base Information

• Chemical Name: (R_S,2R,3R)-2-benzyloxycarbonylamino-3-(toluene-4-sulfinyl)-2-trifluoromethylbutyric acid methyl ester
• CAS No.: 182699-12-3
• Molecular Formula: C₂₁H₂₂F₃NO₅S
• Molecular Weight: 457.471

Synonyms:(R_S,2R,3R)-2-benzyloxycarbonylamino-3-(toluene-4-sulfinyl)-2-trifluoromethylbutyric acid methyl ester

Chemical Property of (R_S,2R,3R)-2-benzyloxycarbonylamino-3-(toluene-4-sulfinyl)-2-trifluoromethylbutyric acid methyl ester

Chemical Property:

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Technology Process of (R_S,2R,3R)-2-benzyloxycarbonylamino-3-(toluene-4-sulfinyl)-2-trifluoromethylbutyric acid methyl ester

There total 1 articles about (R_S,2R,3R)-2-benzyloxycarbonylamino-3-(toluene-4-sulfinyl)-2-trifluoromethylbutyric 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:

2-[(E)-Benzyloxycarbonylimino]-3,3,3-trifluoro-propionic acid methyl ester (276862-98-7) + α-lithium (R)-ethyl p-tolylsulfoxide → (RS,2R,3R)-2-benzyloxycarbonylamino-3-(toluene-4-sulfinyl)-2-trifluoromethylbutyric acid methyl ester (182699-12-3) + (RS,2S,3R)-2-benzyloxycarbonylamino-3-(toluene-4-sulfinyl)-2-trifluoromethylbutyric acid methyl ester (182481-75-0)

Guidance literature:

In tetrahydrofuran; at -78 ℃;

DOI:10.1021/jo991534p

Reference yield: 83.0%

trifluoroacetic anhydride (407-25-0) + (RS,2R,3R)-2-benzyloxycarbonylamino-3-(toluene-4-sulfinyl)-2-trifluoromethylbutyric acid methyl ester (182699-12-3) → (2R,3S)-2-benzyloxycarbonyl[N-(toluene-4-thio)amino]-3-trifluoroacetoxy-2-trifluoromethylbutyric acid methyl ester (276863-00-4)

Guidance literature:

With 2,4,6-trimethyl-pyridine; In acetonitrile; at 0 - 20 ℃; for 0.666667h;

DOI:10.1021/jo991534p

Reference yield:

trifluoroacetic anhydride (407-25-0) + (RS,2R,3R)-2-benzyloxycarbonylamino-3-(toluene-4-sulfinyl)-2-trifluoromethylbutyric acid methyl ester (182699-12-3) → (1R,3R,4R)-4-Methyl-1-p-tolyl-1-(2,2,2-trifluoro-acetoxy)-3-trifluoromethyl-1λ4-[1,2]thiazetidine-2,3-dicarboxylic acid 2-benzyl ester 3-methyl ester

Guidance literature:

With 2,4,6-trimethyl-pyridine; In [D₃]acetonitrile; at 20 ℃; for 0.0666667h; Product distribution;

DOI:10.1021/jo991534p

upstream raw materials:

2-[(E)-Benzyloxycarbonylimino]-3,3,3-trifluoro-propionic acid methyl ester

Downstream raw materials:

(2R,3S)-2-benzyloxycarbonyl[N-(toluene-4-thio)amino]-3-trifluoroacetoxy-2-trifluoromethylbutyric acid methyl ester

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