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

Base Information

Chemical Name: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
CAS No.:1374768-66-7
Molecular Formula:C₂₇H₄₄N₂O₇SSi
Molecular Weight:568.807
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 10 articles about 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 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: 75.0%

: 1374768-65-6
tert-butyl 2-(benzyloxy)ethyl((3aR,5R,6S,7R,7aR)-6,7-dihydroxy-5-(hydroxymethyl)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-2-yl)carbamate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 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

Guidance literature:: With triethylamine; dmap; In dichloromethane; at 20 ℃; for 12h;

Reference yield:

: 14131-63-6
D-glucosamine hydrochloride

: 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

Guidance literature:: Multi-step reaction with 8 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

With pyridine; hydrogenchloride; methanol; water; sodium hydrogencarbonate; potassium carbonate; triethylamine; sodium hydroxide; dmap; In methanol; dichloromethane; water; acetone;

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 6 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

With hydrogenchloride; methanol; water; sodium hydrogencarbonate; potassium carbonate; triethylamine; dmap; In methanol; dichloromethane; water; acetone;