1-O-acetyl-3,4,6-tri-O-benzyl-2-deoxy-2-C-phenylthiomethyl-α-D-mannopyranose

Base Information

Chemical Name:1-O-acetyl-3,4,6-tri-O-benzyl-2-deoxy-2-C-phenylthiomethyl-α-D-mannopyranose
CAS No.:1426171-78-9
Molecular Formula:C₃₆H₃₈O₆S
Molecular Weight:598.76
Hs Code.:

Synonyms:1-O-acetyl-3,4,6-tri-O-benzyl-2-deoxy-2-C-phenylthiomethyl-α-D-mannopyranose

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-O-acetyl-3,4,6-tri-O-benzyl-2-deoxy-2-C-phenylthiomethyl-α-D-mannopyranose

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Technology Process of 1-O-acetyl-3,4,6-tri-O-benzyl-2-deoxy-2-C-phenylthiomethyl-α-D-mannopyranose

There total 2 articles about 1-O-acetyl-3,4,6-tri-O-benzyl-2-deoxy-2-C-phenylthiomethyl-α-D-mannopyranose 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: 95.0%

: 1426171-77-8
C₃₀H₃₃IO₆

: 108-98-5
thiophenol

: 1426171-78-9
1-O-acetyl-3,4,6-tri-O-benzyl-2-deoxy-2-C-phenylthiomethyl-α-D-mannopyranose

Guidance literature:: thiophenol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; Inert atmosphere;

C₃₀H₃₃IO₆; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 0.0833333h; Inert atmosphere;
DOI:10.1080/07328303.2012.762103

Reference yield:

: 162332-11-8
1,5-anhydro-2-deoxy-3,4,6-tri-O-benzyl-1,2-C-methylene-D-glycero-D-talo-hexitol

: 1426171-78-9
1-O-acetyl-3,4,6-tri-O-benzyl-2-deoxy-2-C-phenylthiomethyl-α-D-mannopyranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-iodo-succinimide / tetrahydrofuran; water / 12 h / 50 °C

1.2: 0.5 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 °C / Inert atmosphere

2.2: 0.08 h / 20 °C / Inert atmosphere

With N-iodo-succinimide; sodium hydride; In tetrahydrofuran; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1080/07328303.2012.762103

Reference yield: 75.0%

: 1426171-78-9
1-O-acetyl-3,4,6-tri-O-benzyl-2-deoxy-2-C-phenylthiomethyl-α-D-mannopyranose

: 1426171-83-6
(2R,3S,4R,4aR,10bR)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-2,3,4,4a,5,10b-hexahydrothiochromeno[4,3-b]pyran

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.0833333h; diastereoselective reaction; Inert atmosphere; Molecular sieve;
DOI:10.1080/07328303.2012.762103