benzyl ((3aR,4aR,8aS,9R,9aR)-9-hydroxy-7-phenyl-3a,4a,5,8a,9,9a-hexahydro[1,3]dioxino[4′,5′:5,6]pyrano[3,2-d]thiazol-2-yl)(methyl)carbamate

Base Information

Chemical Name:benzyl ((3aR,4aR,8aS,9R,9aR)-9-hydroxy-7-phenyl-3a,4a,5,8a,9,9a-hexahydro[1,3]dioxino[4′,5′:5,6]pyrano[3,2-d]thiazol-2-yl)(methyl)carbamate
CAS No.:1382799-76-9
Molecular Formula:C₂₃H₂₄N₂O₆S
Molecular Weight:456.519
Hs Code.:

Synonyms:benzyl ((3aR,4aR,8aS,9R,9aR)-9-hydroxy-7-phenyl-3a,4a,5,8a,9,9a-hexahydro[1,3]dioxino[4′,5′:5,6]pyrano[3,2-d]thiazol-2-yl)(methyl)carbamate

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Chemical Property of benzyl ((3aR,4aR,8aS,9R,9aR)-9-hydroxy-7-phenyl-3a,4a,5,8a,9,9a-hexahydro[1,3]dioxino[4′,5′:5,6]pyrano[3,2-d]thiazol-2-yl)(methyl)carbamate

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Technology Process of benzyl ((3aR,4aR,8aS,9R,9aR)-9-hydroxy-7-phenyl-3a,4a,5,8a,9,9a-hexahydro[1,3]dioxino[4′,5′:5,6]pyrano[3,2-d]thiazol-2-yl)(methyl)carbamate

There total 2 articles about benzyl ((3aR,4aR,8aS,9R,9aR)-9-hydroxy-7-phenyl-3a,4a,5,8a,9,9a-hexahydro[1,3]dioxino[4′,5′:5,6]pyrano[3,2-d]thiazol-2-yl)(methyl)carbamate 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: 53.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 1382799-74-7
benzyl ((3aR,5R,6S,7R,7aR)-6,7-dihydroxy-5-(hydroxymethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl)(methyl)carbamate

: 1382799-76-9
benzyl ((3aR,4aR,8aS,9R,9aR)-9-hydroxy-7-phenyl-3a,4a,5,8a,9,9a-hexahydro[1,3]dioxino[4′,5′:5,6]pyrano[3,2-d]thiazol-2-yl)(methyl)carbamate

Guidance literature:: benzaldehyde dimethyl acetal; benzyl ((3aR,5R,6S,7R,7aR)-6,7-dihydroxy-5-(hydroxymethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl)(methyl)carbamate; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 50 ℃; under a slight vacuum;

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; Cooling;

Reference yield:

: (3aR,5R,6S,7R,7aR)-2-(methylamino)-5-(hydroxymethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diol

: 1382799-76-9
benzyl ((3aR,4aR,8aS,9R,9aR)-9-hydroxy-7-phenyl-3a,4a,5,8a,9,9a-hexahydro[1,3]dioxino[4′,5′:5,6]pyrano[3,2-d]thiazol-2-yl)(methyl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate / water; tetrahydrofuran / 96 h / 20 °C

2.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 50 °C / under a slight vacuum

2.2: Cooling

With sodium hydrogencarbonate; toluene-4-sulfonic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide;