O-((3aR,4aR,8aS,9R,9aR)-2-(((benzyloxy)carbonyl)(methyl)amino)-7-phenyl-3a,4a,5,8a,9,9a-hexahydro[1,3]dioxino[4′,5′:5,6]pyrano[3,2-d]thiazol-9-yl) 1H-imidazole-1-carbothioate

Base Information

Chemical Name:O-((3aR,4aR,8aS,9R,9aR)-2-(((benzyloxy)carbonyl)(methyl)amino)-7-phenyl-3a,4a,5,8a,9,9a-hexahydro[1,3]dioxino[4′,5′:5,6]pyrano[3,2-d]thiazol-9-yl) 1H-imidazole-1-carbothioate
CAS No.:1382799-79-2
Molecular Formula:C₂₇H₂₆N₄O₆S₂
Molecular Weight:566.659
Hs Code.:

O-((3aR,4aR,8aS,9R,9aR)-2-(((benzyloxy)carbonyl)(methyl)amino)-7-phenyl-3a,4a,5,8a,9,9a-hexahydro[1,3]dioxino[4′,5′:5,6]pyrano[3,2-d]thiazol-9-yl) 1H-imidazole-1-carbothioate

Synonyms:O-((3aR,4aR,8aS,9R,9aR)-2-(((benzyloxy)carbonyl)(methyl)amino)-7-phenyl-3a,4a,5,8a,9,9a-hexahydro[1,3]dioxino[4′,5′:5,6]pyrano[3,2-d]thiazol-9-yl) 1H-imidazole-1-carbothioate

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Chemical Property of O-((3aR,4aR,8aS,9R,9aR)-2-(((benzyloxy)carbonyl)(methyl)amino)-7-phenyl-3a,4a,5,8a,9,9a-hexahydro[1,3]dioxino[4′,5′:5,6]pyrano[3,2-d]thiazol-9-yl) 1H-imidazole-1-carbothioate

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Technology Process of O-((3aR,4aR,8aS,9R,9aR)-2-(((benzyloxy)carbonyl)(methyl)amino)-7-phenyl-3a,4a,5,8a,9,9a-hexahydro[1,3]dioxino[4′,5′:5,6]pyrano[3,2-d]thiazol-9-yl) 1H-imidazole-1-carbothioate

There total 3 articles about O-((3aR,4aR,8aS,9R,9aR)-2-(((benzyloxy)carbonyl)(methyl)amino)-7-phenyl-3a,4a,5,8a,9,9a-hexahydro[1,3]dioxino[4′,5′:5,6]pyrano[3,2-d]thiazol-9-yl) 1H-imidazole-1-carbothioate 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: 81.0%

: 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

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 1382799-79-2
O-((3aR,4aR,8aS,9R,9aR)-2-(((benzyloxy)carbonyl)(methyl)amino)-7-phenyl-3a,4a,5,8a,9,9a-hexahydro[1,3]dioxino[4′,5′:5,6]pyrano[3,2-d]thiazol-9-yl) 1H-imidazole-1-carbothioate

Guidance literature:: In N,N-dimethyl-formamide; at 90 ℃;

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

: 1382799-79-2
O-((3aR,4aR,8aS,9R,9aR)-2-(((benzyloxy)carbonyl)(methyl)amino)-7-phenyl-3a,4a,5,8a,9,9a-hexahydro[1,3]dioxino[4′,5′:5,6]pyrano[3,2-d]thiazol-9-yl) 1H-imidazole-1-carbothioate

Guidance literature:: Multi-step reaction with 3 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

3.1: N,N-dimethyl-formamide / 90 °C

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

Reference yield:

: 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

: 1382799-79-2
O-((3aR,4aR,8aS,9R,9aR)-2-(((benzyloxy)carbonyl)(methyl)amino)-7-phenyl-3a,4a,5,8a,9,9a-hexahydro[1,3]dioxino[4′,5′:5,6]pyrano[3,2-d]thiazol-9-yl) 1H-imidazole-1-carbothioate

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: Cooling

2.1: N,N-dimethyl-formamide / 90 °C

toluene-4-sulfonic acid; In N,N-dimethyl-formamide;