((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)methyl methanesulfonate

Base Information

Chemical Name:((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)methyl methanesulfonate
CAS No.:1374768-41-8
Molecular Formula:C₂₄H₃₀N₂O₆S₂
Molecular Weight:506.644
Hs Code.:

Synonyms:((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)methyl methanesulfonate

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Chemical Property of ((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)methyl methanesulfonate

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Technology Process of ((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)methyl methanesulfonate

There total 10 articles about ((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)methyl methanesulfonate 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: 90.0%

: 1374768-24-7
((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)methanol

: 124-63-0
methanesulfonyl chloride

: 1374768-41-8
((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)methyl methanesulfonate

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 25 ℃; for 2h;

Reference yield:

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

: 1374768-41-8
((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)methyl methanesulfonate

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 2 h / 20 °C

2.1: zinc(II) chloride; acetic acid / 2 h / 0 - 20 °C

3.1: potassium carbonate; methanol / 8 h / 30 °C

4.1: triethylamine / dichloromethane / 2 h / 0 - 25 °C

With methanol; sodium hydride; potassium carbonate; acetic acid; triethylamine; zinc(II) chloride; In dichloromethane; N,N-dimethyl-formamide; mineral oil;

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

: 1374768-41-8
((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)methyl methanesulfonate

Guidance literature:: Multi-step reaction with 5 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

3.1: zinc(II) chloride; acetic acid / 2 h / 0 - 20 °C

4.1: potassium carbonate; methanol / 8 h / 30 °C

5.1: triethylamine / dichloromethane / 2 h / 0 - 25 °C

With methanol; sodium hydride; potassium carbonate; acetic acid; triethylamine; zinc(II) chloride; In dichloromethane; N,N-dimethyl-formamide; mineral oil;