1-β-methyl RS-533

Base Information

• Chemical Name: 1-β-methyl RS-533
• CAS No.: 101135-09-5
• Molecular Formula: C₁₆H₂₃N₃O₄S
• Molecular Weight: 353.442
• Mol file: 101135-09-5.mol

Synonyms:

Chemical Property of 1-β-methyl RS-533

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-β-methyl RS-533

There total 14 articles about 1-β-methyl RS-533 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: 51.0%

(4S,5S,6S)-6-(1-Hydroxy-ethyl)-4-methyl-3-((S)-1-{1-[(E)-4-nitro-benzyloxycarbonylimino]-ethyl}-pyrrolidin-3-ylsulfanyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester (101135-08-4,101222-82-6,101223-34-1) → 1-α-methyl RS-533 (101135-09-5,101222-83-7,101222-84-8,101222-85-9,103730-42-3,103730-43-4,103730-44-5,116697-99-5)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1016/S0040-4039(00)94938-4

Reference yield:

(4R,5S,6S)-6-(1-Hydroxy-ethyl)-4-methyl-3-[(S)-1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-3-ylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester (101151-51-3,103001-32-7) → 1-β-methyl RS-533 (101135-09-5,101222-83-7,101222-84-8,101222-85-9,103730-42-3,103730-43-4,103730-44-5,116697-99-5)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd-C / H₂O; tetrahydrofuran

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; water;

DOI:10.1016/S0040-4039(00)94938-4

Reference yield:

(4R,5R,6S)-3-(Diphenoxy-phosphoryloxy)-6-(1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester (90776-59-3,93711-81-0,189188-38-3) → 1-β-methyl RS-533 (101135-09-5,101222-83-7,101222-84-8,101222-85-9,103730-42-3,103730-43-4,103730-44-5,116697-99-5)

Guidance literature:

Multi-step reaction with 3 steps

2: H₂ / Pd-C / H₂O; tetrahydrofuran

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; water;

DOI:10.1016/S0040-4039(00)94938-4

upstream raw materials:

(4S,5S,6S)-6-(1-Hydroxy-ethyl)-4-methyl-3-((S)-1-{1-[(E)-4-nitro-benzyloxycarbonylimino]-ethyl}-pyrrolidin-3-ylsulfanyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(4S,5R,6S)-3-(Diphenoxy-phosphoryloxy)-6-(1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(S)-2-{(2S,3S)-3-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-propionic acid

Acetic acid (2R,3R)-3-[1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-1-trimethylsilanyl-azetidin-2-yl ester

Refernces