(1R,2S,3S,4R)-3-endo-Chloro-5-oxo-7-oxabicyclo<2.2.1>hept-2-endo-yl 3'-chlorobenzoate

Base Information

Chemical Name:(1R,2S,3S,4R)-3-endo-Chloro-5-oxo-7-oxabicyclo<2.2.1>hept-2-endo-yl 3'-chlorobenzoate
CAS No.:170873-11-7
Molecular Formula:C₁₃H₁₀Cl₂O₄
Molecular Weight:301.126
Hs Code.:

Synonyms:(1R,2S,3S,4R)-3-endo-Chloro-5-oxo-7-oxabicyclo<2.2.1>hept-2-endo-yl 3'-chlorobenzoate

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Chemical Property of (1R,2S,3S,4R)-3-endo-Chloro-5-oxo-7-oxabicyclo<2.2.1>hept-2-endo-yl 3'-chlorobenzoate

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Technology Process of (1R,2S,3S,4R)-3-endo-Chloro-5-oxo-7-oxabicyclo<2.2.1>hept-2-endo-yl 3'-chlorobenzoate

There total 2 articles about (1R,2S,3S,4R)-3-endo-Chloro-5-oxo-7-oxabicyclo<2.2.1>hept-2-endo-yl 3'-chlorobenzoate 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: 63.0%

: 170873-07-1
(1R,2S,3R,4S)-3-endo-Chloro-5-oxo-2-endo-(phenylseleno)-7-oxabicyclo<2.2.1>hept-2-exo-yl 3'-chlorobenzoate

: 170873-11-7
(1R,2S,3S,4R)-3-endo-Chloro-5-oxo-7-oxabicyclo<2.2.1>hept-2-endo-yl 3'-chlorobenzoate

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 80 ℃; for 1h;
DOI:10.1021/jo00123a021

Reference yield:

: 128573-16-0
(-)-(1S,4R,5R,6R)-6-endo-chloro-5-exo-(phenylseleno)-7-oxabicyclo[2.2.1]heptan-2-one

: 170873-11-7
(1R,2S,3S,4R)-3-endo-Chloro-5-oxo-7-oxabicyclo<2.2.1>hept-2-endo-yl 3'-chlorobenzoate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) mCPBA, 2.) Ac₂O, AcONa / 1.) THF, -65 deg C, 20 min, 2.) -65 deg C to 20 deg C, 40 min; 60 deg C, 1 h

2: 63 percent / Bu₃SnH, AIBN / toluene / 1 h / 80 °C

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium acetate; acetic anhydride; 3-chloro-benzenecarboperoxoic acid; In toluene;
DOI:10.1021/jo00123a021