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

Base Information

Chemical Name: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
CAS No.:1374661-69-4
Molecular Formula:C₂₆H₃₂N₂O₆S
Molecular Weight:500.616
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 12 articles about 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 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: 88.0%

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

: 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

Guidance literature:: With Dess-Martin periodane; In dichloromethane; 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

: 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

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium carbonate / 20 °C

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

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

3.2: 3 h / 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

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

6.1: tetrahydrofuran / 2 h / 20 °C

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

With N-Bromosuccinimide; tetrabutyl ammonium fluoride; sodium hydride; 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;

Reference yield:

: 7597-81-1
1,3,4,6-tetra-O-acetyl-2-deoxy-2-(4-methoxybenzylidene)amino-β-D-glucopyranose

: 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

Guidance literature:: Multi-step reaction with 10 steps

1.1: hydrogenchloride / acetone / 20 °C

2.1: sodium hydrogencarbonate / dichloromethane; water

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

3.2: 20 °C

4.1: potassium carbonate / 20 °C

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

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

6.2: 3 h / 20 °C

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

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

9.1: tetrahydrofuran / 2 h / 20 °C

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

With hydrogenchloride; 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; acetone;