(1R,5S,6R,7S)-6-benzoyloxymethyl-7-hydroxy-2-ocabicyclo<3.2.0>octaan-3-one

Base Information

Chemical Name:(1R,5S,6R,7S)-6-benzoyloxymethyl-7-hydroxy-2-ocabicyclo<3.2.0>octaan-3-one
CAS No.:168960-59-6
Molecular Formula:C₁₅H₁₆O₅
Molecular Weight:276.289
Hs Code.:

Synonyms:(1R,5S,6R,7S)-6-benzoyloxymethyl-7-hydroxy-2-ocabicyclo<3.2.0>octaan-3-one

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Chemical Property of (1R,5S,6R,7S)-6-benzoyloxymethyl-7-hydroxy-2-ocabicyclo<3.2.0>octaan-3-one

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Technology Process of (1R,5S,6R,7S)-6-benzoyloxymethyl-7-hydroxy-2-ocabicyclo<3.2.0>octaan-3-one

There total 10 articles about (1R,5S,6R,7S)-6-benzoyloxymethyl-7-hydroxy-2-ocabicyclo<3.2.0>octaan-3-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: 64.0%

: Benzoic acid (E)-(2S,3S,5R)-3,5-dihydroxy-2-iodo-7-methoxycarbonyl-hept-6-enyl ester

: (1R,5S,6S,7S)-6-benzoyloxymethyl-7-hydroxy-2-oxabicyclo<3.2.0>octan-3-one

: 168960-59-6
(1R,5S,6R,7S)-6-benzoyloxymethyl-7-hydroxy-2-ocabicyclo<3.2.0>octaan-3-one

: 168960-60-9
methyl (1S,2S,3R,4R)-2-(2-benzoyloxymethyl-3,5-dihydroxycyclopentyl)ethanoate

: methyl (1S,2R,3R,4R)-2-(2-benzoyloxymethyl-3,5-dihydrocyclopentyl)ethanoate

Guidance literature:: With air; triethyl borane; tri-n-butyl-tin hydride; In hexane; xylene; at 20 ℃; for 0.166667h;
DOI:10.1039/a904206g

Reference yield: 64.0%

: Benzoic acid (E)-(2R,3S,5R)-3,5-dihydroxy-2-iodo-7-methoxycarbonyl-hept-6-enyl ester

: (1R,5S,6S,7S)-6-benzoyloxymethyl-7-hydroxy-2-oxabicyclo<3.2.0>octan-3-one

: 168960-59-6
(1R,5S,6R,7S)-6-benzoyloxymethyl-7-hydroxy-2-ocabicyclo<3.2.0>octaan-3-one

: 168960-60-9
methyl (1S,2S,3R,4R)-2-(2-benzoyloxymethyl-3,5-dihydroxycyclopentyl)ethanoate

: methyl (1S,2R,3R,4R)-2-(2-benzoyloxymethyl-3,5-dihydrocyclopentyl)ethanoate

Guidance literature:: With triethyl borane; tri-n-butyl-tin hydride; In xylene; for 0.25h; Ambient temperature;

Reference yield:

: 345289-40-9
(R)-5-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-4-hydroxy-pent-2-ynoic acid ethyl ester

: 168960-59-6
(1R,5S,6R,7S)-6-benzoyloxymethyl-7-hydroxy-2-ocabicyclo<3.2.0>octaan-3-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: H₂ / Lindlar catalyst

1.2: 90 percent / silicagel

2.1: HF / pyridine

4.1: 86 percent / nBu₃SnH; AIBN

5.1: CSA / methanol

6.1: pyridine

With 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; hydrogen fluoride; hydrogen; tri-n-butyl-tin hydride; Lindlar's catalyst; In pyridine; methanol;
DOI:10.1016/S0040-4039(01)00348-3