(+)-(1S)-(1α,2α,3β,4α,5β,6β)-1,2-O-Benzylidene-3-<(benzyloxycarbonyl)amino>-5-O,6-N-carbonyl-6-(methylamino)-1,2,4,5-cyclohexanetetrol

Base Information

Chemical Name:(+)-(1S)-(1α,2α,3β,4α,5β,6β)-1,2-O-Benzylidene-3-<(benzyloxycarbonyl)amino>-5-O,6-N-carbonyl-6-(methylamino)-1,2,4,5-cyclohexanetetrol
CAS No.:104619-40-1
Molecular Formula:C₂₃H₂₄N₂O₇
Molecular Weight:440.453
Hs Code.:

Synonyms:(+)-(1S)-(1α,2α,3β,4α,5β,6β)-1,2-O-Benzylidene-3-<(benzyloxycarbonyl)amino>-5-O,6-N-carbonyl-6-(methylamino)-1,2,4,5-cyclohexanetetrol

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Chemical Property of (+)-(1S)-(1α,2α,3β,4α,5β,6β)-1,2-O-Benzylidene-3-<(benzyloxycarbonyl)amino>-5-O,6-N-carbonyl-6-(methylamino)-1,2,4,5-cyclohexanetetrol

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Technology Process of (+)-(1S)-(1α,2α,3β,4α,5β,6β)-1,2-O-Benzylidene-3-<(benzyloxycarbonyl)amino>-5-O,6-N-carbonyl-6-(methylamino)-1,2,4,5-cyclohexanetetrol

There total 6 articles about (+)-(1S)-(1α,2α,3β,4α,5β,6β)-1,2-O-Benzylidene-3-<(benzyloxycarbonyl)amino>-5-O,6-N-carbonyl-6-(methylamino)-1,2,4,5-cyclohexanetetrol 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: 87.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 104619-39-8
(+)-(1S)-(1α,2α,3β,4α,5β,6β)-3-<(Benzyloxycarbonyl)amino>-5-O,6-N-carbonyl-6-(methylamino)-1,2,4,5-cyclohexanetetrol

: 104619-40-1
(+)-(1S)-(1α,2α,3β,4α,5β,6β)-1,2-O-Benzylidene-3-<(benzyloxycarbonyl)amino>-5-O,6-N-carbonyl-6-(methylamino)-1,2,4,5-cyclohexanetetrol

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; for 2h; Heating;
DOI:10.1002/jlac.198619861201

Reference yield:

: 88643-00-9
(-)-(1S)-(1α,2α,3β,4α,5β,6β)-5-O,6-N-Carbonyl-1,2-O-isopropylidene-6-(methylamino)-3-<(R)-(1-phenylethyl)amino>-1,2,4,5-cyclohexanetetrol

: 104619-40-1
(+)-(1S)-(1α,2α,3β,4α,5β,6β)-1,2-O-Benzylidene-3-<(benzyloxycarbonyl)amino>-5-O,6-N-carbonyl-6-(methylamino)-1,2,4,5-cyclohexanetetrol

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / H₂, H₂SO₄ / Pd/C (10percent) / methanol / 24 h / 20 °C / 735.5 Torr

2: 86 percent / Na₂CO₃ / acetone; H₂O / 1.) 0 deg C, 30 min; 2.) 20 deg C, 30 min

3: 87 percent / p-TsOH / CH₂Cl₂ / 2 h / Heating

With sulfuric acid; hydrogen; sodium carbonate; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; dichloromethane; water; acetone;
DOI:10.1002/jlac.198619861201

Reference yield:

: 104713-72-6
Methyl-carbamic acid (3aS,4S,5R,6S,7S,7aS)-4,7-dihydroxy-3-methyl-2-oxo-6-((R)-1-phenyl-ethylamino)-octahydro-benzooxazol-5-yl ester

: 104619-40-1
(+)-(1S)-(1α,2α,3β,4α,5β,6β)-1,2-O-Benzylidene-3-<(benzyloxycarbonyl)amino>-5-O,6-N-carbonyl-6-(methylamino)-1,2,4,5-cyclohexanetetrol

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / p-TsOH / dimethylformamide / 2 h / 80 °C

2: 94 percent / H₂, H₂SO₄ / Pd/C (10percent) / methanol / 24 h / 20 °C / 735.5 Torr

3: 86 percent / Na₂CO₃ / acetone; H₂O / 1.) 0 deg C, 30 min; 2.) 20 deg C, 30 min

4: 87 percent / p-TsOH / CH₂Cl₂ / 2 h / Heating

With sulfuric acid; hydrogen; sodium carbonate; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1002/jlac.198619861201