(2R,3R,4S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-cyclohexyloxy-tetrahydro-furan

Base Information

Chemical Name:(2R,3R,4S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-cyclohexyloxy-tetrahydro-furan
CAS No.:367274-98-4
Molecular Formula:C₃₂H₃₈O₅
Molecular Weight:502.651
Hs Code.:

Synonyms:(2R,3R,4S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-cyclohexyloxy-tetrahydro-furan

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Chemical Property of (2R,3R,4S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-cyclohexyloxy-tetrahydro-furan

Chemical Property:

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Technology Process of (2R,3R,4S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-cyclohexyloxy-tetrahydro-furan

There total 4 articles about (2R,3R,4S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-cyclohexyloxy-tetrahydro-furan 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: 90.0%

: 13871-89-1
trimethylsilyl cyclohexyl ether

: 91078-59-0,143062-23-1,144178-23-4,144178-24-5
1-O-trimethylsilyl-2,3,5-tri-O-benzyl-D-arabinofuranose

: 367274-98-4
(2R,3R,4S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-cyclohexyloxy-tetrahydro-furan

Guidance literature:: With {1,2-benzenediolato^(2-)-O,O'}oxotitanium; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -23 ℃;
DOI:10.1246/cl.1992.1401

Reference yield: 76.0%

: 2-((3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-sulfonyl)-pyridine

: 108-93-0
cyclohexanol

: 367274-98-4
(2R,3R,4S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-cyclohexyloxy-tetrahydro-furan

Guidance literature:: With samarium(III) trifluoromethanesulfonate; In dichloromethane; for 18h; Heating;
DOI:10.1021/ol005579k

Reference yield:

: 160549-10-0
2,3,5-tri-O-benzyl-D-arabinofuranose

: 367274-98-4
(2R,3R,4S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-cyclohexyloxy-tetrahydro-furan

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / n-Bu₃P / CH₂Cl₂ / 2 h / 20 °C

2: 75 percent / m-CPBA; NaHCO₃ / CH₂Cl₂ / 4 h / 20 °C

3: 76 percent / Sm(OTf)3 / CH₂Cl₂ / 18 h / Heating

With tributylphosphine; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; samarium(III) trifluoromethanesulfonate; In dichloromethane; 1: Substitution / 2: Oxidation / 3: Substitution;
DOI:10.1021/ol005579k