(1S,2R,3S,5R)-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexan-3-ylmethanesulphonate

Base Information

Chemical Name:(1S,2R,3S,5R)-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexan-3-ylmethanesulphonate
CAS No.:133119-15-0
Molecular Formula:C₁₄H₁₈O₅S
Molecular Weight:298.36
Hs Code.:

Synonyms:(1S,2R,3S,5R)-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexan-3-ylmethanesulphonate

Suppliers and Price of (1S,2R,3S,5R)-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexan-3-ylmethanesulphonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2R,3S,5R)-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexan-3-ylmethanesulphonate

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Technology Process of (1S,2R,3S,5R)-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexan-3-ylmethanesulphonate

There total 1 articles about (1S,2R,3S,5R)-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexan-3-ylmethanesulphonate 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: 81.0%

: 117641-39-1
(2R,3S)-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexan-3-ol

: 124-63-0
methanesulfonyl chloride

: 133119-15-0
(1S,2R,3S,5R)-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexan-3-ylmethanesulphonate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 ℃; for 0.75h;
DOI:10.1039/P19910002479

Reference yield:

: 133119-15-0
(1S,2R,3S,5R)-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexan-3-ylmethanesulphonate

: 133119-16-1
(1S,2S,5R)-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hex-3-ene

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 72h; Yield given; Ambient temperature;
DOI:10.1039/P19910002479

Reference yield:

: 133119-15-0
(1S,2R,3S,5R)-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexan-3-ylmethanesulphonate

: 133119-19-4
(1'R,4'S)-9-(4-benzyloxymethylcyclopent-2-enyl)-9H-purine-2,6-diamine

Guidance literature:: Multi-step reaction with 4 steps

1: Bu₄NF / tetrahydrofuran / 72 h / Ambient temperature

2: 1) NaH, 2) 15-crown-5 / 1) DMF, 85 deg C, 20 min, 2) DMF, 100 deg C, 3 h

3: 92 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 1) -20 deg C, 1 h, 2) -15 deg C, 0.75 h

4: 38 percent / pyridine, azoisobutyronitrile, tributyltin hydride / 3 h / 95 °C

With pyridine; dmap; 15-crown-5; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1039/P19910002479