benzyl 4,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

Base Information

Chemical Name:benzyl 4,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside
CAS No.:88043-96-3
Molecular Formula:C₆₈H₇₆O₁₉
Molecular Weight:1197.34
Hs Code.:

Synonyms:benzyl 4,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

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Chemical Property of benzyl 4,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

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Technology Process of benzyl 4,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

There total 8 articles about benzyl 4,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside 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: 77.0%

: 88043-95-2
benzyl 4,6-di-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 88043-96-3
benzyl 4,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; 1.) -30 deg C, 1.5 h; 2.) r.t.;
DOI:10.1016/0008-6215(83)84032-4

Reference yield:

: 100-39-0
benzyl bromide

: 88043-96-3
benzyl 4,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / NaH / dimethylformamide / Ambient temperature

2: 1.) tris(triphenylphosphine)rhodium(I) chloride, diazabicyclo<2.2.2>octane 2.) mercuric oxide, mercuric chloride / 1.) EtOH, benzene, water, reflux; 2.) acetone, water, r,t., 30 min

3: 77 percent / silver triflate, 1,1,3,3-tetramethylurea / CH₂Cl₂ / 1.) -30 deg C, 1.5 h; 2.) r.t.

With 1,4-diaza-bicyclo[2.2.2]octane; Wilkinson's catalyst; silver trifluoromethanesulfonate; sodium hydride; tetramethylurea; mercury dichloride; mercury(II) oxide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(83)84032-4

Reference yield:

: 88043-89-4
benzyl 3-O-allyl-4,6-O-benzylidene-β-D-galactopyranoside

: 88043-96-3
benzyl 4,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: silver triflate, 1,1,3,3-tetramethylurea / CH₂Cl₂ / 1.) -30 deg C, 1 h; 2.) r.t.

2: 85 percent / 1M MeONa / methanol / 2 h / Ambient temperature

3: 91 percent / water / acetic acid / 1 h / 90 °C

4: 93 percent / NaH / dimethylformamide / Ambient temperature

5: 1.) tris(triphenylphosphine)rhodium(I) chloride, diazabicyclo<2.2.2>octane 2.) mercuric oxide, mercuric chloride / 1.) EtOH, benzene, water, reflux; 2.) acetone, water, r,t., 30 min

6: 77 percent / silver triflate, 1,1,3,3-tetramethylurea / CH₂Cl₂ / 1.) -30 deg C, 1.5 h; 2.) r.t.

With 1,4-diaza-bicyclo[2.2.2]octane; Wilkinson's catalyst; water; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; tetramethylurea; mercury dichloride; mercury(II) oxide; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(83)84032-4