tert-butyl (3aR,5S,6S,7R,7aR)-5-acetyl-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl(propyl)carbamate

Base Information

Chemical Name:tert-butyl (3aR,5S,6S,7R,7aR)-5-acetyl-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl(propyl)carbamate
CAS No.:1374662-22-2
Molecular Formula:C₃₂H₄₂N₂O₈S
Molecular Weight:614.76
Hs Code.:

Synonyms:tert-butyl (3aR,5S,6S,7R,7aR)-5-acetyl-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl(propyl)carbamate

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Chemical Property of tert-butyl (3aR,5S,6S,7R,7aR)-5-acetyl-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl(propyl)carbamate

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Technology Process of tert-butyl (3aR,5S,6S,7R,7aR)-5-acetyl-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl(propyl)carbamate

There total 13 articles about tert-butyl (3aR,5S,6S,7R,7aR)-5-acetyl-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl(propyl)carbamate 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: 47.0%

: tert-butyl (3aR,5R,6S,7R,7aR)-5-(1-hydroxyethyl)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl(propyl)carbamate

: 1374662-22-2
tert-butyl (3aR,5S,6S,7R,7aR)-5-acetyl-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl(propyl)carbamate

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

: 14131-63-6
D-glucosamine hydrochloride

: 1374662-22-2
tert-butyl (3aR,5S,6S,7R,7aR)-5-acetyl-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl(propyl)carbamate

Guidance literature:: Multi-step reaction with 13 steps

1.1: sodium hydroxide / water / 20 °C

2.1: pyridine / 20 °C

3.1: hydrogenchloride / acetone / 20 °C

4.1: sodium hydrogencarbonate / dichloromethane; water

5.1: triethylamine / dichloromethane / 1 h / 0 °C

5.2: 20 °C

6.1: potassium carbonate; methanol / 40 °C

7.1: methanol / 3 h / 20 °C

8.1: triethylamine / dmap / dichloromethane / 6 h / 20 °C

9.1: sodium hydride / 15 °C

9.2: 1.5 h / 20 °C

10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

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

12.1: tetrahydrofuran / 0.17 h / 20 °C

13.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C

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

Reference yield:

: 776257-72-8
(3aR,5R,6S,7R,7aR)-5-(acetoxymethyl)-2-(propylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl diacetate

: 1374662-22-2
tert-butyl (3aR,5S,6S,7R,7aR)-5-acetyl-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl(propyl)carbamate

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium carbonate; methanol / 40 °C

2.1: methanol / 3 h / 20 °C

3.1: triethylamine / dmap / dichloromethane / 6 h / 20 °C

4.1: sodium hydride / 15 °C

4.2: 1.5 h / 20 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

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

7.1: tetrahydrofuran / 0.17 h / 20 °C

8.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C

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