(1R,2S,4S)-2-isopropyl-4-methylcyclohexan-3,4,6-tri-O-benzyl-β-Dmannopyranoside

Base Information

Chemical Name:(1R,2S,4S)-2-isopropyl-4-methylcyclohexan-3,4,6-tri-O-benzyl-β-Dmannopyranoside
CAS No.:768368-83-8
Molecular Formula:C₃₇H₄₈O₆
Molecular Weight:588.785
Hs Code.:

Synonyms:(1R,2S,4S)-2-isopropyl-4-methylcyclohexan-3,4,6-tri-O-benzyl-β-Dmannopyranoside

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Chemical Property of (1R,2S,4S)-2-isopropyl-4-methylcyclohexan-3,4,6-tri-O-benzyl-β-Dmannopyranoside

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Technology Process of (1R,2S,4S)-2-isopropyl-4-methylcyclohexan-3,4,6-tri-O-benzyl-β-Dmannopyranoside

There total 4 articles about (1R,2S,4S)-2-isopropyl-4-methylcyclohexan-3,4,6-tri-O-benzyl-β-Dmannopyranoside 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:

: phenyl 2-O-[((2S,5R)-2-isopropyl-5-methylcyclohexyloxy)dimethylsilane]-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

: (1S,2S,4S)-2-isopropyl-4-methylcyclohexan-3,4,6-tri-O-benzyl-β-Dmannopyranoside

: 768368-83-8
(1R,2S,4S)-2-isopropyl-4-methylcyclohexan-3,4,6-tri-O-benzyl-β-Dmannopyranoside

Guidance literature:: phenyl 2-O-[((2S,5R)-2-isopropyl-5-methylcyclohexyloxy)dimethylsilane]-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside; With N-iodo-succinimide; 2,6-di-tert-butyl-4-methylpyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -40 - 0 ℃; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃; optical yield given as %de; Inert atmosphere;

Reference yield:

: (2R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-dihydro-pyran-3-one

: 768368-83-8
(1R,2S,4S)-2-isopropyl-4-methylcyclohexan-3,4,6-tri-O-benzyl-β-Dmannopyranoside

Guidance literature:: With sodium tetrahydroborate; In methanol; dichloromethane; at 0 - 20 ℃;
DOI:10.1016/j.tetasy.2004.06.019

Reference yield:

: 55628-54-1
3,4,6-tri-O-benzyl-D-glucal

: 768368-83-8
(1R,2S,4S)-2-isopropyl-4-methylcyclohexan-3,4,6-tri-O-benzyl-β-Dmannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: dimethyldioxirane / acetone; CH₂Cl₂ / 0.5 h / 0 °C

1.2: 50 percent / ZnCl₂ / tetrahydrofuran / -78 - 20 °C

2.1: Ac₂O / dimethylsulfoxide / 20 °C

3.1: 395 mg / NaBH₄ / CH₂Cl₂; methanol / 0 - 20 °C

With sodium tetrahydroborate; 3,3-dimethyldioxirane; acetic anhydride; In methanol; dichloromethane; dimethyl sulfoxide; acetone;
DOI:10.1016/j.tetasy.2004.06.019