(3aR,5R,6S,7R,7aR)-5-(acetoxymethyl)-2-(2-(benzyloxy)ethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl diacetate

Base Information

Chemical Name:(3aR,5R,6S,7R,7aR)-5-(acetoxymethyl)-2-(2-(benzyloxy)ethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl diacetate
CAS No.:1374768-63-4
Molecular Formula:C₂₂H₂₈N₂O₈S
Molecular Weight:480.539
Hs Code.:

Synonyms:(3aR,5R,6S,7R,7aR)-5-(acetoxymethyl)-2-(2-(benzyloxy)ethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl diacetate

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Chemical Property of (3aR,5R,6S,7R,7aR)-5-(acetoxymethyl)-2-(2-(benzyloxy)ethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl diacetate

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Technology Process of (3aR,5R,6S,7R,7aR)-5-(acetoxymethyl)-2-(2-(benzyloxy)ethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl diacetate

There total 6 articles about (3aR,5R,6S,7R,7aR)-5-(acetoxymethyl)-2-(2-(benzyloxy)ethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl diacetate 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: 77.0%

: 38336-04-8
O-benzylethanolamine

: 4704-18-1
(2S,3R,4R,5S,6R)-(6-(acetoxymethyl)-3-isothiocyanatotetrahydro-2H-pyran-2,4,5-triyl)triacetate

: 1374768-63-4
(3aR,5R,6S,7R,7aR)-5-(acetoxymethyl)-2-(2-(benzyloxy)ethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl diacetate

Guidance literature:: O-benzylethanolamine; (2S,3R,4R,5S,6R)-(6-(acetoxymethyl)-3-isothiocyanatotetrahydro-2H-pyran-2,4,5-triyl)triacetate; In dichloromethane; at 0 ℃; for 2h;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 12h;

With sodium hydrogencarbonate; In dichloromethane; water; Cooling with ice;

Reference yield:

: 14131-63-6
D-glucosamine hydrochloride

: 1374768-63-4
(3aR,5R,6S,7R,7aR)-5-(acetoxymethyl)-2-(2-(benzyloxy)ethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl diacetate

Guidance literature:: Multi-step reaction with 5 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

With pyridine; hydrogenchloride; water; sodium hydrogencarbonate; sodium hydroxide; In dichloromethane; water; acetone;

Reference yield:

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

: 1374768-63-4
(3aR,5R,6S,7R,7aR)-5-(acetoxymethyl)-2-(2-(benzyloxy)ethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-6,7-diyl diacetate

Guidance literature:: Multi-step reaction with 3 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

With hydrogenchloride; water; sodium hydrogencarbonate; In dichloromethane; water; acetone;