benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranoside
CAS No.:103078-13-3
Molecular Formula:C₆₄H₆₀O₁₅
Molecular Weight:1069.17
Hs Code.:

Synonyms:benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranoside

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Chemical Property of benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranoside

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Technology Process of benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranoside

There total 9 articles about benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranoside 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: 81.0%

: 14218-11-2
2,3,4,6-tetra-O-benzoylglucosyl bromide

: 103078-12-2
benzyl 3-O-allyl-2,4-di-O-benzyl-β-D-glucopyranoside

: 103078-13-3
benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; silver trifluoromethanesulfonate; In nitromethane; toluene; at -15 - 0 ℃;
DOI:10.1016/S0008-6215(00)90436-1

Reference yield:

: 100-39-0
benzyl bromide

: 103078-13-3
benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1) NaH (50percent in oil) / 1) DMF, 1 h, RT, 2) DMF, 5 h, RT

2: 85 percent / LiAlH₄, AlCl₃ / diethyl ether; CH₂Cl₂ / 2 h / Heating

3: 81 percent / silver triflate, mol. sieves 4A / toluene; nitromethane / -15 - 0 °C

With lithium aluminium tetrahydride; aluminium trichloride; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium hydride; In diethyl ether; nitromethane; dichloromethane; toluene;
DOI:10.1016/S0008-6215(00)90436-1

Reference yield:

: 100-52-7
benzaldehyde

: 103078-13-3
benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / ZnCl₂ / Ambient temperature

2: 1) NaH (50percent in oil) / 1) DMF, 1 h, RT, 2) DMF, 5 h, RT

3: 85 percent / LiAlH₄, AlCl₃ / diethyl ether; CH₂Cl₂ / 2 h / Heating

4: 81 percent / silver triflate, mol. sieves 4A / toluene; nitromethane / -15 - 0 °C

With lithium aluminium tetrahydride; aluminium trichloride; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium hydride; zinc(II) chloride; In diethyl ether; nitromethane; dichloromethane; toluene;
DOI:10.1016/S0008-6215(00)90436-1