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

Base Information

• Chemical Name: [(2R,3S)-2-Acetylsulfanyl-3-methoxy-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic acid 2-oxo-propyl ester
• CAS No.: 84161-67-1
• Molecular Formula: C₃₇H₃₅N₂O₈PS
• Molecular Weight: 698.733

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

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

There total 3 articles about [(2R,3S)-2-Acetylsulfanyl-3-methoxy-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-(triphenyl-λ⁵-phosphanylidene)-acetic 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) → [(2R,3S)-2-Acetylsulfanyl-3-methoxy-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-(triphenyl-λ5-phosphanylidene)-acetic acid 2-oxo-propyl ester (84161-67-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 2) Na-periodate

2: 1) tBuOCl

3: 1) triethyl phosphite, 2) Et₃N

With sodium periodate; tert-butylhypochlorite; triethylamine; triethyl phosphite;

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) → [(2R,3S)-2-Acetylsulfanyl-3-methoxy-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-(triphenyl-λ5-phosphanylidene)-acetic acid 2-oxo-propyl ester (84161-67-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) triethyl phosphite, 2) Et₃N

With triethylamine; triethyl phosphite;

DOI:10.1039/c39820000933

Reference yield:

(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) → [(2R,3S)-2-Acetylsulfanyl-3-methoxy-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-(triphenyl-λ5-phosphanylidene)-acetic acid 2-oxo-propyl ester (84161-67-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) tBuOCl

2: 1) triethyl phosphite, 2) Et₃N

With tert-butylhypochlorite; triethylamine; triethyl phosphite;

DOI:10.1039/c39820000933

upstream raw materials:

penicillin V potassium

(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

(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

Downstream raw materials:

(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

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