(3R,4S)-4-[(R)-1-hydroxy-2-methylidene-3-oxobutyl]-3-phenoxy-1-(2-propynyl)-2-azetidinone

Base Information

• Chemical Name: (3R,4S)-4-[(R)-1-hydroxy-2-methylidene-3-oxobutyl]-3-phenoxy-1-(2-propynyl)-2-azetidinone
• CAS No.: 251480-05-4
• Molecular Formula: C₁₇H₁₇NO₄
• Molecular Weight: 299.326

Synonyms:(3R,4S)-4-[(R)-1-hydroxy-2-methylidene-3-oxobutyl]-3-phenoxy-1-(2-propynyl)-2-azetidinone

Chemical Property of (3R,4S)-4-[(R)-1-hydroxy-2-methylidene-3-oxobutyl]-3-phenoxy-1-(2-propynyl)-2-azetidinone

Chemical Property:

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Technology Process of (3R,4S)-4-[(R)-1-hydroxy-2-methylidene-3-oxobutyl]-3-phenoxy-1-(2-propynyl)-2-azetidinone

There total 1 articles about (3R,4S)-4-[(R)-1-hydroxy-2-methylidene-3-oxobutyl]-3-phenoxy-1-(2-propynyl)-2-azetidinone 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: 75.0%

methyl vinyl ketone (78-94-4,25038-87-3) + (+)-(3R,4R)-cis-4-formyl-3-phenoxy-1-(2-propynyl)-2-azetidinone (251480-02-1) → (3R,4S)-4-[(R)-1-hydroxy-2-methylidene-3-oxobutyl]-3-phenoxy-1-(2-propynyl)-2-azetidinone (251480-05-4) + (3R,4S)-4-[(S)-1-hydroxy-2-methylidene-3-oxobutyl]-3-phenoxy-1-(2-propynyl)-2-azetidinone

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In acetonitrile; at -20 ℃; for 72h;

DOI:10.1021/jo005715z

Reference yield: 60.0%

para-xylene (106-42-3) + (3R,4S)-4-[(R)-1-hydroxy-2-methylidene-3-oxobutyl]-3-phenoxy-1-(2-propynyl)-2-azetidinone (251480-05-4) → (5R,6R,7S,8R)-5-Acetyl-6-hydroxy-8-phenoxy-5-(2-p-tolyl-ethyl)-1-aza-bicyclo[5.2.0]non-3-en-9-one (251480-09-8)

Guidance literature:

at 210 ℃; for 3h;

DOI:10.1021/jo005715z

Reference yield: 45.0%

ethylbenzene (100-41-4,27536-89-6) + (3R,4S)-4-[(R)-1-hydroxy-2-methylidene-3-oxobutyl]-3-phenoxy-1-(2-propynyl)-2-azetidinone (251480-05-4) → (5R,6R,7S,8R)-5-Acetyl-6-hydroxy-8-phenoxy-5-(2-phenyl-propyl)-1-aza-bicyclo[5.2.0]non-3-en-9-one

Guidance literature:

at 210 ℃; for 3h;

DOI:10.1021/jo005715z

upstream raw materials:

methyl vinyl ketone

(+)-(3R,4R)-cis-4-formyl-3-phenoxy-1-(2-propynyl)-2-azetidinone

Downstream raw materials:

(5R,6R,7S,8R)-5-Acetyl-6-hydroxy-8-phenoxy-5-(2-p-tolyl-ethyl)-1-aza-bicyclo[5.2.0]non-3-en-9-one

(5S,7R,8R)-5-Acetyl-8-phenoxy-5-(2-p-tolyl-ethyl)-1-aza-bicyclo[5.2.0]non-3-ene-6,9-dione

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