(2S,4S,5R,6S)-6-Methoxy-3,3-dimethyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2-oxo-propyl ester

Base Information

• Chemical Name: (2S,4S,5R,6S)-6-Methoxy-3,3-dimethyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2-oxo-propyl ester
• CAS No.: 84161-65-9
• Molecular Formula: C₂₀H₂₄N₂O₈S
• Molecular Weight: 452.485

Synonyms:

Chemical Property of (2S,4S,5R,6S)-6-Methoxy-3,3-dimethyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2-oxo-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (2S,4S,5R,6S)-6-Methoxy-3,3-dimethyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2-oxo-propyl ester

There total 2 articles about (2S,4S,5R,6S)-6-Methoxy-3,3-dimethyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2-oxo-propyl 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:

penicillin V potassium (132-98-9) → (2S,4S,5R,6S)-6-Methoxy-3,3-dimethyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2-oxo-propyl ester (84161-65-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 2) Na-periodate

2: 1) tBuOCl

With sodium periodate; tert-butylhypochlorite;

DOI:10.1039/c39820000933

Reference yield:

lithium methanolate (865-34-9) + (2S,4S,5R,6R)-3,3-Dimethyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2-oxo-propyl ester (72881-16-4) → (2S,4S,5R,6S)-6-Methoxy-3,3-dimethyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2-oxo-propyl ester (84161-65-9)

Guidance literature:

With tert-butylhypochlorite; Multistep reaction;

DOI:10.1039/c39820000933

Reference yield:

(2S,4S,5R,6S)-6-Methoxy-3,3-dimethyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2-oxo-propyl ester (84161-65-9) → (2S,4S,5R,6S)-6-Methoxy-3,3-dimethyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid

Guidance literature:

Multi-step reaction with 2 steps

1: 0.1 M aq. NaOH / acetonitrile

With sodium hydroxide; In acetonitrile;

DOI:10.1039/c39820000933

upstream raw materials:

lithium methanolate

(2S,4S,5R,6R)-3,3-Dimethyl-4,7-dioxo-6-(2-phenoxy-acetylamino)-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 2-oxo-propyl ester

penicillin V potassium

Downstream raw materials:

2-[(2R,3S)-2-Acetylsulfanyl-3-methoxy-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-3-methyl-but-2-enoic acid 2-oxo-propyl ester

(5R,6S)-6-Methoxy-3-methyl-7-oxo-6-(2-phenoxy-acetylamino)-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 2-oxo-propyl ester

[(2R,3S)-2-Acetylsulfanyl-3-methoxy-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid 2-oxo-propyl ester

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