(3aR,5R,6R,7R,7aR)-6,7-bis(4-methoxybenzyloxy)-N,N-dimethyl-5-vinyl-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(4-methoxybenzyloxy)-N,N-dimethyl-5-vinyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-amine
CAS No.:1374661-76-3
Molecular Formula:C₂₆H₃₂N₂O₅S
Molecular Weight:484.616
Hs Code.:

Synonyms:(3aR,5R,6R,7R,7aR)-6,7-bis(4-methoxybenzyloxy)-N,N-dimethyl-5-vinyl-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(4-methoxybenzyloxy)-N,N-dimethyl-5-vinyl-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(4-methoxybenzyloxy)-N,N-dimethyl-5-vinyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-amine

There total 12 articles about (3aR,5R,6R,7R,7aR)-6,7-bis(4-methoxybenzyloxy)-N,N-dimethyl-5-vinyl-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:

: 1374661-49-0
(3aR,5S,6S,7R,7aR)-2-(dimethylamino)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-5-carbaldehyde

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1374661-76-3
(3aR,5R,6R,7R,7aR)-6,7-bis(4-methoxybenzyloxy)-N,N-dimethyl-5-vinyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-amine

Guidance literature:: Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 0.5h;

(3aR,5S,6S,7R,7aR)-2-(dimethylamino)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-5-carbaldehyde; In tetrahydrofuran; at 20 ℃;

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

: 1374661-76-3
(3aR,5R,6R,7R,7aR)-6,7-bis(4-methoxybenzyloxy)-N,N-dimethyl-5-vinyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-amine

Guidance literature:: Multi-step reaction with 5 steps

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

2.1: sodium hydride / N,N-dimethyl-formamide / 3 h / 15 - 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

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

5.1: n-butyllithium / tetrahydrofuran / 0.5 h / 0 °C

5.2: 20 °C

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

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

: 1374661-76-3
(3aR,5R,6R,7R,7aR)-6,7-bis(4-methoxybenzyloxy)-N,N-dimethyl-5-vinyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-amine

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate; methanol / 20 °C

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

3.1: sodium hydride / N,N-dimethyl-formamide / 3 h / 15 - 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

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

6.1: n-butyllithium / tetrahydrofuran / 0.5 h / 0 °C

6.2: 20 °C

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