3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-S-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-2-deoxy-1thio-β-D-glycero-D-gulo-octitol

Base Information

Chemical Name:3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-S-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-2-deoxy-1thio-β-D-glycero-D-gulo-octitol
CAS No.:252851-47-1
Molecular Formula:C₇₀H₇₄O₁₀S
Molecular Weight:1107.42
Hs Code.:

Synonyms:3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-S-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-2-deoxy-1thio-β-D-glycero-D-gulo-octitol

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Chemical Property of 3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-S-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-2-deoxy-1thio-β-D-glycero-D-gulo-octitol

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Technology Process of 3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-S-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-2-deoxy-1thio-β-D-glycero-D-gulo-octitol

There total 4 articles about 3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-S-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-2-deoxy-1thio-β-D-glycero-D-gulo-octitol 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: 94.0%

: 72174-24-4,53269-97-9
(2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-thiol

: 252851-35-7
3,7-anhydro-4,5,6,8-tetra-O-benzyl-2-deoxy-1-O-methanesulfonyl-D-glycero-D-gulo-octitol

: 252851-47-1
3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-S-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-2-deoxy-1thio-β-D-glycero-D-gulo-octitol

Guidance literature:: With potassium carbonate; In acetone; for 36h; Heating;
DOI:10.1002/1099-0690(200204)2002:7<1323::AID-EJOC1323>3.0.CO;2-8

Reference yield:

: 4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9
2,3,4,6-Tetra-O-benzyl-D-glucopyranose

: 252851-47-1
3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-S-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-2-deoxy-1thio-β-D-glycero-D-gulo-octitol

Guidance literature:: Multi-step reaction with 4 steps

1: NaH / tetrahydrofuran

2: LiAlH₄ / tetrahydrofuran

3: 86 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

4: 94 percent / K₂CO₃ / acetone / 36 h / Heating

With lithium aluminium tetrahydride; sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1002/1099-0690(200204)2002:7<1323::AID-EJOC1323>3.0.CO;2-8

Reference yield:

: 81972-20-5
2-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)ethanol

: 252851-47-1
3,7-anhydro-4,5,6,8-tetra-O-benzyl-1-S-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-2-deoxy-1thio-β-D-glycero-D-gulo-octitol

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

2: 94 percent / K₂CO₃ / acetone / 36 h / Heating

With potassium carbonate; triethylamine; In dichloromethane; acetone;
DOI:10.1002/1099-0690(200204)2002:7<1323::AID-EJOC1323>3.0.CO;2-8