O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-O-(2-O-acetyl-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-(2-O-acetyl-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.:121654-11-3
Molecular Formula:C₇₆H₈₀O₁₅
Molecular Weight:1233.46
Hs Code.:

O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-O-(2-O-acetyl-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-(2-O-acetyl-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-(2-O-acetyl-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-(2-O-acetyl-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 11 articles about O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-O-(2-O-acetyl-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: 96.0%

: 108-24-7
acetic anhydride

: 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

: 121654-11-3
O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-O-(2-O-acetyl-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 pyridine; at 0 ℃; for 3h;
DOI:10.1021/ja00199a028

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

: 121654-11-3
O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-O-(2-O-acetyl-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 5 steps

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

2: ZnCl₂ / tetrahydrofuran; diethyl ether / Ambient temperature

3: DMSO, acetic anhydride / 48 h / Ambient temperature

4: NaBH₄ / CH₂Cl₂; methanol / 6 h / Ambient temperature

5: pyridine / 12 h / Ambient temperature

With pyridine; sodium tetrahydroborate; 3,3-dimethyldioxirane; acetic anhydride; dimethyl sulfoxide; zinc(II) chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone;
DOI:10.1021/jo00086a047

Reference yield:

: 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

: 121654-11-3
O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-O-(2-O-acetyl-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 4 steps

1: ZnCl₂ / tetrahydrofuran; diethyl ether / Ambient temperature

2: DMSO, acetic anhydride / 48 h / Ambient temperature

3: NaBH₄ / CH₂Cl₂; methanol / 6 h / Ambient temperature

4: pyridine / 12 h / Ambient temperature

With pyridine; sodium tetrahydroborate; acetic anhydride; dimethyl sulfoxide; zinc(II) chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo00086a047