(1R)-(1,3,4/2,6)-1-O-benzoyl-2,3-O-cyclohexylidene-4-<(benzyloxycarbonyl)amino>-6-C-methyl-1,2,3-cyclohexanetriol

Base Information

Chemical Name:(1R)-(1,3,4/2,6)-1-O-benzoyl-2,3-O-cyclohexylidene-4-<(benzyloxycarbonyl)amino>-6-C-methyl-1,2,3-cyclohexanetriol
CAS No.:89859-88-1
Molecular Formula:C₂₈H₃₃NO₆
Molecular Weight:479.573
Hs Code.:

Synonyms:(1R)-(1,3,4/2,6)-1-O-benzoyl-2,3-O-cyclohexylidene-4-<(benzyloxycarbonyl)amino>-6-C-methyl-1,2,3-cyclohexanetriol

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Chemical Property of (1R)-(1,3,4/2,6)-1-O-benzoyl-2,3-O-cyclohexylidene-4-<(benzyloxycarbonyl)amino>-6-C-methyl-1,2,3-cyclohexanetriol

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Technology Process of (1R)-(1,3,4/2,6)-1-O-benzoyl-2,3-O-cyclohexylidene-4-<(benzyloxycarbonyl)amino>-6-C-methyl-1,2,3-cyclohexanetriol

There total 6 articles about (1R)-(1,3,4/2,6)-1-O-benzoyl-2,3-O-cyclohexylidene-4-<(benzyloxycarbonyl)amino>-6-C-methyl-1,2,3-cyclohexanetriol 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: 98.0%

: 89859-87-0
(1R)-(1,3,4/2,6)-1-O-benzoyl-2,3-O-cyclohexylidene-4-<(benzyloxycarbonyl)amino>-6-C-(bromomethyl)-1,2,3-cyclohexanetriol

: 89859-88-1
(1R)-(1,3,4/2,6)-1-O-benzoyl-2,3-O-cyclohexylidene-4-<(benzyloxycarbonyl)amino>-6-C-methyl-1,2,3-cyclohexanetriol

Guidance literature:: With azobisisobutyronitrile; tri-n-butyl-tin hydride; In toluene; for 1h; Heating;
DOI:10.1021/jm00156a023

Reference yield:

: 933-40-4
cycloxexanone dimethyl ketal

: 89859-88-1
(1R)-(1,3,4/2,6)-1-O-benzoyl-2,3-O-cyclohexylidene-4-<(benzyloxycarbonyl)amino>-6-C-methyl-1,2,3-cyclohexanetriol

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / p-toluenesulfonic acid / dimethylformamide / 2 h / 55 °C / 40 Torr

2: 98 percent / tri-n-butyltin hydride, α,α'-azobis(isobutyronitrile) / toluene / 1 h / Heating

With azobisisobutyronitrile; tri-n-butyl-tin hydride; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00156a023

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 89859-88-1
(1R)-(1,3,4/2,6)-1-O-benzoyl-2,3-O-cyclohexylidene-4-<(benzyloxycarbonyl)amino>-6-C-methyl-1,2,3-cyclohexanetriol

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / p-toluenosulfonic acid / dimethylformamide / 1 h / 60 - 65 °C / 60 Torr

2: 59 percent / N-bromosuccinimide, BaCO₃ / CCl₄; various solvent(s) / 1 h / Heating

3: 95 percent / p-toluenesulfonic acid / dimethylformamide / 2 h / 55 °C / 40 Torr

4: 98 percent / tri-n-butyltin hydride, α,α'-azobis(isobutyronitrile) / toluene / 1 h / Heating

With N-Bromosuccinimide; azobisisobutyronitrile; tri-n-butyl-tin hydride; toluene-4-sulfonic acid; barium carbonate; In tetrachloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00156a023