allyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-galactopyranoside

Base Information

Chemical Name:allyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-galactopyranoside
CAS No.:525585-40-4
Molecular Formula:C₆₄H₆₈O₁₁
Molecular Weight:1013.24
Hs Code.:

Synonyms:allyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-galactopyranoside

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Chemical Property of allyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-galactopyranoside

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Technology Process of allyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-galactopyranoside

There total 4 articles about allyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-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: 67.0%

: 100-39-0
benzyl bromide

: (2S,3R,4S,5R,6R)-2-((2S,3R,4S,5S,6R)-2-Allyloxy-3-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

: 525585-40-4
allyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-galactopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at -15 - 20 ℃; for 12h;
DOI:10.1016/S0040-4020(02)01359-5

Reference yield:

: 37111-91-4
allyl 2,6-di-O-benzyl-α-D-galactopyranoside

: 525585-40-4
allyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridinium p-toluenesulfonate / acetonitrile / 0.17 h

1.2: 100 percent / acetic acid / acetonitrile; H₂O / 1.5 h

2.1: 96 percent / trimethylsilyl trifluoromethanesulfonate; molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / -15 °C

3.1: sodium methoxide / methanol / 1 h / 20 °C

4.1: 67 percent / NaH / dimethylformamide / 12 h / -15 - 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; pyridinium p-toluenesulfonate; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4020(02)01359-5

Reference yield:

: 525585-38-0
allyl 4-O-acetyl-2,6-di-O-benzyl-α-D-galactopyranoside

: 525585-40-4
allyl O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / trimethylsilyl trifluoromethanesulfonate; molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / -15 °C

2: sodium methoxide / methanol / 1 h / 20 °C

3: 67 percent / NaH / dimethylformamide / 12 h / -15 - 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(02)01359-5