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

Base Information

Chemical Name:(3aR,5R,6R,7R,7aR)-6,7-bis(benzyloxy)-5-(2,2-difluoroethyl)-N,N-dimethyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-amine
CAS No.:1374768-46-3
Molecular Formula:C₂₄H₂₈F₂N₂O₃S
Molecular Weight:462.561
Hs Code.:

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

There total 10 articles about (3aR,5R,6R,7R,7aR)-6,7-bis(benzyloxy)-5-(2,2-difluoroethyl)-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: 48.0%

: 1374768-42-9
2-((3aR,5R,6R,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)acetonitrile

: 1374768-46-3
(3aR,5R,6R,7R,7aR)-6,7-bis(benzyloxy)-5-(2,2-difluoroethyl)-N,N-dimethyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-amine

Guidance literature:: 2-((3aR,5R,6R,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)acetonitrile; With diisobutylaluminium hydride; In toluene; at -25 ℃; for 1h;

With diethylamino-sulfur trifluoride; In dichloromethane; at -78 - 0 ℃; for 2.5h; Inert atmosphere;

Reference yield: 48.0%

: C₂₄H₂₈N₂O₄S

: 1374768-46-3
(3aR,5R,6R,7R,7aR)-6,7-bis(benzyloxy)-5-(2,2-difluoroethyl)-N,N-dimethyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-amine

Guidance literature:: With diethylamino-sulfur trifluoride; In dichloromethane; at -78 - 0 ℃; for 2.5h; Inert atmosphere;

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

: 1374768-46-3
(3aR,5R,6R,7R,7aR)-6,7-bis(benzyloxy)-5-(2,2-difluoroethyl)-N,N-dimethyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-amine

Guidance literature:: Multi-step reaction with 8 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

6.1: potassium iodide / N,N-dimethyl-formamide; water

7.1: diisobutylaluminium hydride / toluene / 1 h / -25 °C

8.1: diethylamino-sulfur trifluoride / dichloromethane / 2.5 h / -78 - 0 °C / Inert atmosphere

With methanol; diethylamino-sulfur trifluoride; sodium hydride; diisobutylaluminium hydride; potassium carbonate; acetic acid; triethylamine; zinc(II) chloride; potassium iodide; In dichloromethane; water; N,N-dimethyl-formamide; toluene; mineral oil;