O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-O-(3,4-di-O-benzyl-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-arabino-hex-1-enopyranose

Base Information

Chemical Name:O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-O-(3,4-di-O-benzyl-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-arabino-hex-1-enopyranose
CAS No.:121654-10-2
Molecular Formula:C₇₄H₇₈O₁₄
Molecular Weight:1191.42
Hs Code.:

O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-O-(3,4-di-O-benzyl-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-arabino-hex-1-enopyranose

Synonyms:O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-O-(3,4-di-O-benzyl-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-arabino-hex-1-enopyranose

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Chemical Property of O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-O-(3,4-di-O-benzyl-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-arabino-hex-1-enopyranose

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Technology Process of O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-O-(3,4-di-O-benzyl-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-arabino-hex-1-enopyranose

There total 7 articles about O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-O-(3,4-di-O-benzyl-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-arabino-hex-1-enopyranose 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:

: 121654-08-8
O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-arabino-hex-1-enopyranose

: 121654-10-2
O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-O-(3,4-di-O-benzyl-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-arabino-hex-1-enopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: dimethyldioxirane / CH₂Cl₂; acetone / 0.5 h / 0 °C

2: ZnCl₂ / tetrahydrofuran; diethyl ether / Ambient temperature

With 3,3-dimethyldioxirane; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; acetone;
DOI:10.1021/jo00086a047

Reference yield:

: 58871-10-6
3,4-di-O-benzyl-D-glucal

: 121654-09-9
(1S,3R,4R,5S,6R)-4,5-Bis-benzyloxy-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-2,7-dioxa-bicyclo[4.1.0]heptane

: 121654-10-2
O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-O-(3,4-di-O-benzyl-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-arabino-hex-1-enopyranose

Guidance literature:: With zinc(II) chloride; In tetrahydrofuran; diethyl ether; 1.) -78 deg C, 1 h, 2.) -78 deg C -> r.t., 2 h; r.t., 10 h;
DOI:10.1021/ja00199a028

Reference yield:

: C₅₉H₆₇NO₁₀S₂

: 58871-10-6
3,4-di-O-benzyl-D-glucal

: 1380673-18-6
2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-α-D-glucopyranosyl-(1->6)-3,4-di-O-benzyl-D-glucal

: 121654-10-2
O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-O-(3,4-di-O-benzyl-β-D-glucopyranosyl)-(1->6)-1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-arabino-hex-1-enopyranose

Guidance literature:: C₅₉H₆₇NO₁₀S₂; With 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; 1,2-dichloro-ethane; at 20 ℃; for 1h; Molecular sieve;

With copper(I) triflate benzene complex; In dichloromethane; 1,2-dichloro-ethane; at -50 ℃; for 0.166667h;

3,4-di-O-benzyl-D-glucal; In dichloromethane; 1,2-dichloro-ethane; at -50 - -30 ℃; for 15.8333h; stereoselective reaction;
DOI:10.1021/ol301349w