(1R,2R,3S,4R,5R)-3,4-di-O-benzyl-5-benzyloxymethyl-1,2-O,O-sulfonyl-cyclohexane-1,2,3,4-tetraol

Base Information

Chemical Name:(1R,2R,3S,4R,5R)-3,4-di-O-benzyl-5-benzyloxymethyl-1,2-O,O-sulfonyl-cyclohexane-1,2,3,4-tetraol
CAS No.:151693-59-3
Molecular Formula:C₂₈H₃₀O₇S
Molecular Weight:510.608
Hs Code.:

Synonyms:(1R,2R,3S,4R,5R)-3,4-di-O-benzyl-5-benzyloxymethyl-1,2-O,O-sulfonyl-cyclohexane-1,2,3,4-tetraol

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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 (1R,2R,3S,4R,5R)-3,4-di-O-benzyl-5-benzyloxymethyl-1,2-O,O-sulfonyl-cyclohexane-1,2,3,4-tetraol

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Technology Process of (1R,2R,3S,4R,5R)-3,4-di-O-benzyl-5-benzyloxymethyl-1,2-O,O-sulfonyl-cyclohexane-1,2,3,4-tetraol

There total 6 articles about (1R,2R,3S,4R,5R)-3,4-di-O-benzyl-5-benzyloxymethyl-1,2-O,O-sulfonyl-cyclohexane-1,2,3,4-tetraol 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: 89.0%

: 161484-58-8
(1R,2R,3S,4R,5R)-3,4-di-O-benzyl-5-benzyloxymethyl-1,2-O,O-sulfinyl-cyclohexane-1,2,3,4-tetraol

: 151693-59-3
(1R,2R,3S,4R,5R)-3,4-di-O-benzyl-5-benzyloxymethyl-1,2-O,O-sulfonyl-cyclohexane-1,2,3,4-tetraol

Guidance literature:: With ruthenium trichloride; sodium periodate; In tetrachloromethane; acetonitrile; at 0 ℃; for 1h;
DOI:10.1039/P19940002017

Reference yield:

: 151693-58-2
(1R,2R,3S,4R,5R)-3,4-di-O-benzyl-5-benzyloxymethylcyclohexane-1,2,3,4-tetraol

: 151693-59-3
(1R,2R,3S,4R,5R)-3,4-di-O-benzyl-5-benzyloxymethyl-1,2-O,O-sulfonyl-cyclohexane-1,2,3,4-tetraol

Guidance literature:: With ruthenium trichloride; sodium periodate; thionyl chloride; triethylamine; Yield given. Multistep reaction; 1.) CH₂Cl₂, 0 deg C, 5 min, 2.) CH₂Cl₂, CCl₄, MeCN, H₂O, from 0 deg C to RT, 1 h;
DOI:10.1039/c39930000995

Reference yield:

: 135735-91-0
(1R,2R,3S,4R,5R)-3-O-Benzyl-5-benzyloxymethyl-1,2-O-cyclohexylidene-cyclohexan-1,2,3,4-tetraol

: 151693-59-3
(1R,2R,3S,4R,5R)-3,4-di-O-benzyl-5-benzyloxymethyl-1,2-O,O-sulfonyl-cyclohexane-1,2,3,4-tetraol

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH, 2.) tetrabutylammonium iodide / 1.) THF, 0 deg C, 1 h, 2.) 60 deg C, 12 h

2: 90 percent / aq. TFA / CH₂Cl₂ / 24 h / Ambient temperature

3: 93 percent / Et₃N, thionyl chloride / CH₂Cl₂ / 0.08 h / 0 °C

4: 89 percent / aq. RuCl₃, NaIO₄ / CCl₄; acetonitrile / 1 h / 0 °C

With ruthenium trichloride; sodium periodate; thionyl chloride; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; trifluoroacetic acid; In tetrachloromethane; dichloromethane; acetonitrile;
DOI:10.1039/P19940002017