benzyl 2-O-benzyl-3-O-(tetra-O-acetyl-α-D-mannopyranosyl)-4,6-benzylidene-α-D-mannopyranoside

Base Information

Chemical Name:benzyl 2-O-benzyl-3-O-(tetra-O-acetyl-α-D-mannopyranosyl)-4,6-benzylidene-α-D-mannopyranoside
CAS No.:81600-94-4
Molecular Formula:C₄₁H₄₆O₁₅
Molecular Weight:778.807
Hs Code.:

Synonyms:benzyl 2-O-benzyl-3-O-(tetra-O-acetyl-α-D-mannopyranosyl)-4,6-benzylidene-α-D-mannopyranoside

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Chemical Property of benzyl 2-O-benzyl-3-O-(tetra-O-acetyl-α-D-mannopyranosyl)-4,6-benzylidene-α-D-mannopyranoside

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Technology Process of benzyl 2-O-benzyl-3-O-(tetra-O-acetyl-α-D-mannopyranosyl)-4,6-benzylidene-α-D-mannopyranoside

There total 7 articles about benzyl 2-O-benzyl-3-O-(tetra-O-acetyl-α-D-mannopyranosyl)-4,6-benzylidene-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: 73.0%

: 40983-95-7
(4aR,6S,7S,8S,8aS)-6,7-bis(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-8-ol

: 13242-53-0
acetobromomannose

: 81600-94-4
benzyl 2-O-benzyl-3-O-(tetra-O-acetyl-α-D-mannopyranosyl)-4,6-benzylidene-α-D-mannopyranoside

Guidance literature:: With 4 A molecular sieve; mercury(II) cyanide; mercury dibromide; In acetonitrile; for 0.5h; Ambient temperature;
DOI:10.1021/jo00135a004

Reference yield:

: 7296-15-3
alpha-D-mannopyranoside

: 81600-94-4
benzyl 2-O-benzyl-3-O-(tetra-O-acetyl-α-D-mannopyranosyl)-4,6-benzylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 42 percent / HCl / 1.) 60 deg C, 4 h, 2.) room temp., overnight

2: 28 percent / formic acid / 0.25 h

3: 51 percent / n-Bu₄NHSO₄, aq NaOH / CH₂Cl₂ / 20 h / Heating

4: 73 percent / HgBr₂, Hg(CN)2, molecular sieves 4A / acetonitrile / 0.5 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; formic acid; 4 A molecular sieve; tetra(n-butyl)ammonium hydrogensulfate; mercury(II) cyanide; mercury dibromide; In dichloromethane; acetonitrile;
DOI:10.1021/jo00135a004

Reference yield:

: 15548-45-5
(2S,3S,4S,5S,6R)-2-benzyloxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

: 81600-94-4
benzyl 2-O-benzyl-3-O-(tetra-O-acetyl-α-D-mannopyranosyl)-4,6-benzylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 28 percent / formic acid / 0.25 h

2: 51 percent / n-Bu₄NHSO₄, aq NaOH / CH₂Cl₂ / 20 h / Heating

3: 73 percent / HgBr₂, Hg(CN)2, molecular sieves 4A / acetonitrile / 0.5 h / Ambient temperature

With sodium hydroxide; formic acid; 4 A molecular sieve; tetra(n-butyl)ammonium hydrogensulfate; mercury(II) cyanide; mercury dibromide; In dichloromethane; acetonitrile;
DOI:10.1021/jo00135a004