(3R,6R,7R)-3-Allyl-5-hydroxy-7-phenoxy-4-oxa-1-aza-bicyclo[4.2.0]octan-8-one

Base Information

Chemical Name:(3R,6R,7R)-3-Allyl-5-hydroxy-7-phenoxy-4-oxa-1-aza-bicyclo[4.2.0]octan-8-one
CAS No.:1027032-65-0
Molecular Formula:C₁₅H₁₇NO₄
Molecular Weight:275.304
Hs Code.:

Synonyms:(3R,6R,7R)-3-Allyl-5-hydroxy-7-phenoxy-4-oxa-1-aza-bicyclo[4.2.0]octan-8-one

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Chemical Property of (3R,6R,7R)-3-Allyl-5-hydroxy-7-phenoxy-4-oxa-1-aza-bicyclo[4.2.0]octan-8-one

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Technology Process of (3R,6R,7R)-3-Allyl-5-hydroxy-7-phenoxy-4-oxa-1-aza-bicyclo[4.2.0]octan-8-one

There total 4 articles about (3R,6R,7R)-3-Allyl-5-hydroxy-7-phenoxy-4-oxa-1-aza-bicyclo[4.2.0]octan-8-one 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: 100.0%

: 855773-55-6
(+)-(3R,4S)-4-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-phenoxy-1-[(R)-2-hydroxy-4-pentenyl]-2-azetidinone

: 1027032-65-0
(3R,6R,7R)-3-Allyl-5-hydroxy-7-phenoxy-4-oxa-1-aza-bicyclo[4.2.0]octan-8-one

Guidance literature:: With sodium periodate; sodium hydrogencarbonate; In dichloromethane; for 2h;
DOI:10.1002/ejoc.200400792

Reference yield:

: 855773-54-5
[(2S,3R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-oxo-3-phenoxy-azetidin-1-yl]-acetaldehyde

: 1027032-65-0
(3R,6R,7R)-3-Allyl-5-hydroxy-7-phenoxy-4-oxa-1-aza-bicyclo[4.2.0]octan-8-one

Guidance literature:: Multi-step reaction with 2 steps

1: tin(IV) chloride / CH₂Cl₂ / 0.75 h / -78 °C

2: 100 percent / sodium periodate; aq. sodium hydrogen carbonate / CH₂Cl₂ / 2 h

With sodium periodate; tin(IV) chloride; sodium hydrogencarbonate; In dichloromethane;
DOI:10.1002/ejoc.200400792

Reference yield:

: (3R,4S)-1-(2,3-Dihydroxy-propyl)-4-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-phenoxy-azetidin-2-one

: 1027032-65-0
(3R,6R,7R)-3-Allyl-5-hydroxy-7-phenoxy-4-oxa-1-aza-bicyclo[4.2.0]octan-8-one

Guidance literature:: Multi-step reaction with 3 steps

1: 668 mg / aq. sodium hydrogen carbonate; NaIO₄ / CH₂Cl₂ / 2 h

2: tin(IV) chloride / CH₂Cl₂ / 0.75 h / -78 °C

3: 100 percent / sodium periodate; aq. sodium hydrogen carbonate / CH₂Cl₂ / 2 h

With sodium periodate; tin(IV) chloride; sodium hydrogencarbonate; In dichloromethane;
DOI:10.1002/ejoc.200400792