(1R,2R,3S,4S)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-diylbis(methylene) diacetate

Base Information

Chemical Name:(1R*,2R*,3S*,4S*)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-diylbis(methylene) diacetate
CAS No.:142438-51-5
Molecular Formula:C₁₂H₁₆O₅
Molecular Weight:240.256
Hs Code.:

Synonyms:(1R*,2R*,3S*,4S*)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-diylbis(methylene) diacetate

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Chemical Property of (1R*,2R*,3S*,4S*)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-diylbis(methylene) diacetate

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of (1R*,2R*,3S*,4S*)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-diylbis(methylene) diacetate

There total 1 articles about (1R*,2R*,3S*,4S*)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-diylbis(methylene) diacetate 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:

: 6118-51-0
exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride

: 142438-51-5
(1R*,2R*,3S*,4S*)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-diylbis(methylene) diacetate

Guidance literature:: Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / 20 h / 0 °C

2: 2.92 g / pyridine / 17 h / 20 °C

With pyridine; lithium aluminium tetrahydride; In tetrahydrofuran;
DOI:10.1021/jo048566j

Reference yield: 26.0%

: 142438-51-5
(1R*,2R*,3S*,4S*)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-diylbis(methylene) diacetate

: 312329-87-6
N-ethynyl-N-phenyl-4-methyl-benzenesulfonamide

: exo-(3-((4-methyl-N-phenylphenylsulfonamido)methylene)-8-oxatricyclo[3.2.1.0^2,4]octane-6,7-diyl)bis(methylene) diacetate

Guidance literature:: With trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); In 1,2-dichloro-ethane; at 60 ℃; for 5h; Schlenk technique; Inert atmosphere;
DOI:10.1002/adsc.201200903

Reference yield:

: 142438-51-5
(1R*,2R*,3S*,4S*)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-diylbis(methylene) diacetate

: 817201-20-0
(1S,2S,3S,4R)-2-(tert-butyldiphenylsilyloxy)methyl-3-methyl-7-oxabicyclo[2.2.1]hept-5-ene

Guidance literature:: Multi-step reaction with 5 steps

1: lipase PS (Amano); H₂O / tetrahydrofuran / 480 h / 20 °C

2: imidazole / dimethylformamide / 23 h / 0 °C

3: 1.90 g / NaOMe / methanol / 2 h / 20 °C

4: 100 percent / Et₃N; DMAP / CH₂Cl₂ / 22 h / 0 °C

5: 110 mg / NaBH₄; DMPU / 2 h / 90 °C

With 1H-imidazole; dmap; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium tetrahydroborate; Lipase PS (Amano); water; sodium methylate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo048566j