allyl (2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Base Information

• Chemical Name: allyl (2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside
• CAS No.: 263893-89-6
• Molecular Formula: C₅₇H₆₂O₁₁
• Molecular Weight: 923.113

Synonyms:allyl (2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Chemical Property of allyl (2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Chemical Property:

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Technology Process of allyl (2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

There total 10 articles about allyl (2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 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: 100.0%

allyl 2-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside (263893-88-5) → allyl (2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside (263893-89-6)

Guidance literature:

With sodium methylate; In methanol; for 5h;

DOI:10.3987/COM-99-S65

Reference yield: 89.0%

allyl [2,3,4-tri-O-benzyl-6-O-(tert-butyldimethylsilyl)-α-D-mannopyranosyl]-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside (588730-46-5) → allyl (2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside (263893-89-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/S0040-4020(03)00615-X

Reference yield: 83.0%

allyl (3,4-di-O-benzyl-6-O-triisopropylsilyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside (1093203-35-0) + benzyl bromide (100-39-0) → allyl (2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside (263893-89-6)

Guidance literature:

allyl (3,4-di-O-benzyl-6-O-triisopropylsilyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside; benzyl bromide; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 13h; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.200802161

upstream raw materials:

allyl 2-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

allyl [2,3,4-tri-O-benzyl-6-O-(tert-butyldimethylsilyl)-α-D-mannopyranosyl]-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

benzyl bromide

(2R,3S,4S,5S,6R)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol

Downstream raw materials:

C₅₇H₆₃O₁₃P

allyl (2,3,4-tri-O-benzyl-6-O-{[2-(benzyloxycarbonylamino)ethyl](2-cyanoethyl)phosphonato}-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

triethylammonium allyl (2,3,4-tri-O-benzyl-6-O-(2-(N-tert-butoxycarbonyl-S-tert-butyl-L-cysteinyl)aminoethylphosphato)-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

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