(3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-N,N-dimethyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-amine

Base Information

Chemical Name:(3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-N,N-dimethyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-amine
CAS No.:1374768-23-6
Molecular Formula:C₃₀H₃₄N₂O₄S
Molecular Weight:518.677
Hs Code.:

Synonyms:(3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-N,N-dimethyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-amine

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Chemical Property of (3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-N,N-dimethyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-amine

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Technology Process of (3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-N,N-dimethyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-amine

There total 8 articles about (3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-N,N-dimethyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-amine 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: 80.0%

: 100-39-0
benzyl bromide

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

: 1374768-23-6
(3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-N,N-dimethyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-amine

Guidance literature:: (3aR,5R,6S,7R,7aR)-2-(dimethylamino)-5-(hydroxymethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 2h;

Reference yield:

: 191281-31-9
(3aR,5R,6S,7R,7aR)-(5-(acetoxymethyl)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl)diacetate

: 1374768-23-6
(3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-N,N-dimethyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-amine

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate; methanol / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

2.2: 2 h / 20 °C

With methanol; sodium hydride; potassium carbonate; In N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 5432-46-2,10034-19-2,10034-20-5,34948-62-4,110253-00-4,1191127-63-5
1,3,4,6-tetra-O-acetyl-D-glucosamine hydrochloride

: 1374768-23-6
(3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-N,N-dimethyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-amine

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydrogencarbonate / dichloromethane; water

2.1: triethylamine / dichloromethane / 3 h / 5 - 10 °C

2.2: 20 °C

3.1: potassium carbonate; methanol / 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

4.2: 2 h / 20 °C

With methanol; sodium hydride; sodium hydrogencarbonate; potassium carbonate; triethylamine; In dichloromethane; water; N,N-dimethyl-formamide; mineral oil;