methyl (1R,2R,3S,4R,5S,6R)-2-(benzyloxycarbonylamino)-5,6-dihydroxy-3,4-(isopropylidenedioxy)cyclohexanecarboxylate

Base Information

Chemical Name:methyl (1R,2R,3S,4R,5S,6R)-2-(benzyloxycarbonylamino)-5,6-dihydroxy-3,4-(isopropylidenedioxy)cyclohexanecarboxylate
CAS No.:1380312-70-8
Molecular Formula:C₁₉H₂₅NO₈
Molecular Weight:395.409
Hs Code.:

Synonyms:methyl (1R,2R,3S,4R,5S,6R)-2-(benzyloxycarbonylamino)-5,6-dihydroxy-3,4-(isopropylidenedioxy)cyclohexanecarboxylate

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Chemical Property of methyl (1R,2R,3S,4R,5S,6R)-2-(benzyloxycarbonylamino)-5,6-dihydroxy-3,4-(isopropylidenedioxy)cyclohexanecarboxylate

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Technology Process of methyl (1R,2R,3S,4R,5S,6R)-2-(benzyloxycarbonylamino)-5,6-dihydroxy-3,4-(isopropylidenedioxy)cyclohexanecarboxylate

There total 3 articles about methyl (1R,2R,3S,4R,5S,6R)-2-(benzyloxycarbonylamino)-5,6-dihydroxy-3,4-(isopropylidenedioxy)cyclohexanecarboxylate 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:

: C₁₈H₂₅NO₆

: 501-53-1,94274-21-2
benzyl chloroformate

: 1380312-70-8
methyl (1R,2R,3S,4R,5S,6R)-2-(benzyloxycarbonylamino)-5,6-dihydroxy-3,4-(isopropylidenedioxy)cyclohexanecarboxylate

Guidance literature:: With sodium hydrogencarbonate; In methanol; water; at 0 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1002/ejoc.201200103

Reference yield:

: 1380312-69-5
methyl (1R,2R,3S,4S,5S,6R)-3-(benzyloxy)-2-hydroxy-4,5-(isopropylidenedioxy)-6-nitrocyclohexanecarboxylate

: 1380312-70-8
methyl (1R,2R,3S,4R,5S,6R)-2-(benzyloxycarbonylamino)-5,6-dihydroxy-3,4-(isopropylidenedioxy)cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen; citric acid / methanol / 48 h / 20 °C / 760.05 Torr

2: sodium hydrogencarbonate / methanol; water / 3 h / 0 - 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; citric acid; In methanol; water;
DOI:10.1002/ejoc.201200103

Reference yield:

: C₁₅H₁₉NO₈

: 1380312-70-8
methyl (1R,2R,3S,4R,5S,6R)-2-(benzyloxycarbonylamino)-5,6-dihydroxy-3,4-(isopropylidenedioxy)cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid; copper(II) sulfate / acetone / 24 h / 20 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen; citric acid / methanol / 48 h / 20 °C / 760.05 Torr

3: sodium hydrogencarbonate / methanol; water / 3 h / 0 - 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; copper(II) sulfate; citric acid; In methanol; water; acetone;
DOI:10.1002/ejoc.201200103