(R)-((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)(1,3-dithian-2-yl)methanol

Base Information

Chemical Name:(R)-((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)(1,3-dithian-2-yl)methanol
CAS No.:1374768-27-0
Molecular Formula:C₂₇H₃₄N₂O₄S₃
Molecular Weight:546.776
Hs Code.:

Synonyms:(R)-((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)(1,3-dithian-2-yl)methanol

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Chemical Property of (R)-((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)(1,3-dithian-2-yl)methanol

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Technology Process of (R)-((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)(1,3-dithian-2-yl)methanol

There total 7 articles about (R)-((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)(1,3-dithian-2-yl)methanol 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:

: 505-23-7
1,3 dithiane

: 1374768-26-9
(3aR,5S,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-5-carbaldehyde

: 1374768-28-1
((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)(1,3-dithian-2-yl)methanol

: 1374768-27-0
(R)-((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)(1,3-dithian-2-yl)methanol

Guidance literature:: 1,3 dithiane; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 1h;

(3aR,5S,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazole-5-carbaldehyde; In tetrahydrofuran; hexane; at -50 - 0 ℃; for 1h;

With ammonium chloride; In tetrahydrofuran; hexane; water;

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

: 1374768-28-1
((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)(1,3-dithian-2-yl)methanol

: 1374768-27-0
(R)-((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)(1,3-dithian-2-yl)methanol

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate; methanol / 20 °C

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

2.2: 2 h / 20 °C

3.1: zinc(II) chloride; acetic acid / 2 h / 0 - 20 °C

4.1: potassium carbonate; methanol / 8 h / 30 °C

5.1: oxalyl dichloride / dimethyl sulfoxide / dichloromethane / 4 h / -20 °C

5.2: 1 h / -78 - -50 °C

6.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / 0 °C

6.2: 1 h / -50 - 0 °C

With methanol; n-butyllithium; oxalyl dichloride; sodium hydride; potassium carbonate; acetic acid; zinc(II) chloride; dimethyl sulfoxide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; mineral oil;

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

: 1374768-28-1
((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)(1,3-dithian-2-yl)methanol

: 1374768-27-0
(R)-((3aR,5R,6S,7R,7aR)-6,7-bis(benzyloxy)-2-(dimethylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)(1,3-dithian-2-yl)methanol

Guidance literature:: Multi-step reaction with 5 steps

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

1.2: 2 h / 20 °C

2.1: zinc(II) chloride; acetic acid / 2 h / 0 - 20 °C

3.1: potassium carbonate; methanol / 8 h / 30 °C

4.1: oxalyl dichloride / dimethyl sulfoxide / dichloromethane / 4 h / -20 °C

4.2: 1 h / -78 - -50 °C

5.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / 0 °C

5.2: 1 h / -50 - 0 °C

With methanol; n-butyllithium; oxalyl dichloride; sodium hydride; potassium carbonate; acetic acid; zinc(II) chloride; dimethyl sulfoxide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; mineral oil;