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

Base Information

Chemical Name:tert-butyl 2-(benzyloxy)ethyl((3aR,5R,6S,7R,7aR)-5-((tert-butyldimethylsilyloxy)methyl)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl)carbamate
CAS No.:1374768-67-8
Molecular Formula:C₄₃H₆₀N₂O₉SSi
Molecular Weight:809.109
Hs Code.:

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

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

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

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

There total 11 articles about tert-butyl 2-(benzyloxy)ethyl((3aR,5R,6S,7R,7aR)-5-((tert-butyldimethylsilyloxy)methyl)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl)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: 50.0%

: 1374768-66-7
tert-butyl 2-(benzyloxy)ethyl((3aR,5R,6S,7R,7aR)-5-((tert-butyldimethylsilyloxy)methyl)-6,7-dihydroxy-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl)carbamate

: 2746-25-0
p-Methoxybenzyl bromide

: 1374768-67-8
tert-butyl 2-(benzyloxy)ethyl((3aR,5R,6S,7R,7aR)-5-((tert-butyldimethylsilyloxy)methyl)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl)carbamate

Guidance literature:: tert-butyl 2-(benzyloxy)ethyl((3aR,5R,6S,7R,7aR)-5-((tert-butyldimethylsilyloxy)methyl)-6,7-dihydroxy-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl)carbamate; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h;

p-Methoxybenzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 15 ℃; for 1.5h;

Reference yield:

: 14131-63-6
D-glucosamine hydrochloride

: 1374768-67-8
tert-butyl 2-(benzyloxy)ethyl((3aR,5R,6S,7R,7aR)-5-((tert-butyldimethylsilyloxy)methyl)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl)carbamate

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium hydroxide / 20 °C

2.1: pyridine

3.1: hydrogenchloride; water / acetone

4.1: sodium hydrogencarbonate / dichloromethane; water

5.1: dichloromethane / 2 h / 0 °C

5.2: 12 h / 20 °C

5.3: Cooling with ice

6.1: potassium carbonate; methanol / 3 h / 20 °C

7.1: triethylamine / methanol / 5 h / 20 °C

8.1: triethylamine / dmap / dichloromethane / 12 h / 20 °C

9.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

9.2: 1.5 h / 15 °C

With pyridine; hydrogenchloride; methanol; water; sodium hydride; sodium hydrogencarbonate; potassium carbonate; triethylamine; sodium hydroxide; dmap; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; mineral oil;

Reference yield:

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

: 1374768-67-8
tert-butyl 2-(benzyloxy)ethyl((3aR,5R,6S,7R,7aR)-5-((tert-butyldimethylsilyloxy)methyl)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl)carbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrogenchloride; water / acetone

2.1: sodium hydrogencarbonate / dichloromethane; water

3.1: dichloromethane / 2 h / 0 °C

3.2: 12 h / 20 °C

3.3: Cooling with ice

4.1: potassium carbonate; methanol / 3 h / 20 °C

5.1: triethylamine / methanol / 5 h / 20 °C

6.1: triethylamine / dmap / dichloromethane / 12 h / 20 °C

7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

7.2: 1.5 h / 15 °C

With hydrogenchloride; methanol; water; sodium hydride; sodium hydrogencarbonate; potassium carbonate; triethylamine; dmap; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; mineral oil;