(1R,2R,3S,4R,5R)-4-O-Acetyl-3-O-benzyl-5-benzyloxymethyl-1,2-O-cyclohexylidene-cyclohexan-1,2,3,4-tetraol

Base Information

Chemical Name:(1R,2R,3S,4R,5R)-4-O-Acetyl-3-O-benzyl-5-benzyloxymethyl-1,2-O-cyclohexylidene-cyclohexan-1,2,3,4-tetraol
CAS No.:135735-92-1
Molecular Formula:C₂₉H₃₆O₆
Molecular Weight:480.601
Hs Code.:

Synonyms:(1R,2R,3S,4R,5R)-4-O-Acetyl-3-O-benzyl-5-benzyloxymethyl-1,2-O-cyclohexylidene-cyclohexan-1,2,3,4-tetraol

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Chemical Property of (1R,2R,3S,4R,5R)-4-O-Acetyl-3-O-benzyl-5-benzyloxymethyl-1,2-O-cyclohexylidene-cyclohexan-1,2,3,4-tetraol

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Technology Process of (1R,2R,3S,4R,5R)-4-O-Acetyl-3-O-benzyl-5-benzyloxymethyl-1,2-O-cyclohexylidene-cyclohexan-1,2,3,4-tetraol

There total 5 articles about (1R,2R,3S,4R,5R)-4-O-Acetyl-3-O-benzyl-5-benzyloxymethyl-1,2-O-cyclohexylidene-cyclohexan-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: 97.0%

: 108-24-7
acetic anhydride

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

: 135735-92-1
(1R,2R,3S,4R,5R)-4-O-Acetyl-3-O-benzyl-5-benzyloxymethyl-1,2-O-cyclohexylidene-cyclohexan-1,2,3,4-tetraol

Guidance literature:: With pyridine; dmap; In dichloromethane;
DOI:10.1039/c39910000756

Reference yield:

: 130021-74-8
(1R,2R,3S)-1,2-O-Cyclohexylidene-5-hydroxymethyl-4-cyclohexen-1,2,3-triol

: 135735-92-1
(1R,2R,3S,4R,5R)-4-O-Acetyl-3-O-benzyl-5-benzyloxymethyl-1,2-O-cyclohexylidene-cyclohexan-1,2,3,4-tetraol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH, 2.) (n-Bu)4NI / 1.) THF, 0 deg C, 1 h, 2.) rt, 40 h

2: 1.) 9-BBN, 2.) 3M aq. NaOH, 30percent aq. H₂O₂ / 1.) THF, rt, 24 h, 2.) rt, overnight

3: 97 percent / pyridine, DMAP / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; dmap; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; In dichloromethane;
DOI:10.1016/S0040-4020(01)88756-1

Reference yield:

: 135735-90-9
(1R,2R,3S)-3-O-Benzyl-5-benzyloxymethyl-1,2-O-cyclohexylidene-cyclohex-4-en-1,2,3-triol

: 135735-92-1
(1R,2R,3S,4R,5R)-4-O-Acetyl-3-O-benzyl-5-benzyloxymethyl-1,2-O-cyclohexylidene-cyclohexan-1,2,3,4-tetraol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) 9-BBN, 2.) 3M aq. NaOH, 30percent aq. H₂O₂ / 1.) THF, rt, 24 h, 2.) rt, overnight

2: 97 percent / pyridine, DMAP / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; dmap; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; In dichloromethane;
DOI:10.1016/S0040-4020(01)88756-1