2-((3aR,5S,6S,7R,7aR)-2-(dimethylamino)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)propan-2-ol

Base Information

Chemical Name:2-((3aR,5S,6S,7R,7aR)-2-(dimethylamino)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)propan-2-ol
CAS No.:1374661-70-7
Molecular Formula:C₂₇H₃₆N₂O₆S
Molecular Weight:516.659
Hs Code.:

Synonyms:2-((3aR,5S,6S,7R,7aR)-2-(dimethylamino)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)propan-2-ol

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Chemical Property of 2-((3aR,5S,6S,7R,7aR)-2-(dimethylamino)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)propan-2-ol

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Technology Process of 2-((3aR,5S,6S,7R,7aR)-2-(dimethylamino)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)propan-2-ol

There total 13 articles about 2-((3aR,5S,6S,7R,7aR)-2-(dimethylamino)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)propan-2-ol 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: 98.0%

: 1374661-69-4
1-((3aR,5S,6S,7R,7aR)-2-(dimethylamino)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)ethanone

: 676-58-4
methylmagnesium chloride

: 1374661-70-7
2-((3aR,5S,6S,7R,7aR)-2-(dimethylamino)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)propan-2-ol

Guidance literature:: 1-((3aR,5S,6S,7R,7aR)-2-(dimethylamino)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)ethanone; methylmagnesium chloride; In tetrahydrofuran; at 20 ℃; for 2h;

With ammonium chloride; In tetrahydrofuran;

Reference yield: 84.0%

: 1374661-69-4
1-((3aR,5S,6S,7R,7aR)-2-(dimethylamino)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)ethanone

: 75-16-1
methylmagnesium bromide

: 1374661-70-7
2-((3aR,5S,6S,7R,7aR)-2-(dimethylamino)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)propan-2-ol

Guidance literature:: 1-((3aR,5S,6S,7R,7aR)-2-(dimethylamino)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)ethanone; methylmagnesium bromide; In tetrahydrofuran; at 20 ℃; for 1h;

With water; In tetrahydrofuran;

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

: 1374661-70-7
2-((3aR,5S,6S,7R,7aR)-2-(dimethylamino)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)propan-2-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium hydrogencarbonate / dichloromethane; water

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

2.2: 20 °C

3.1: potassium carbonate / 20 °C

4.1: triethylamine / dmap / N,N-dimethyl-formamide / 50 °C

5.1: sodium hydride / N,N-dimethyl-formamide / 15 °C

5.2: 3 h / 20 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

7.1: N-Bromosuccinimide / tetrabutylammomium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane; water / 0.5 h / 15 °C

8.1: tetrahydrofuran / 2 h / 20 °C

9.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

10.1: tetrahydrofuran / 1 h / 20 °C

With N-Bromosuccinimide; tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; triethylamine; dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutylammomium bromide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;