Benzyl 3-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Base Information

Chemical Name:Benzyl 3-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-2,4-di-O-benzyl-α-L-rhamnopyranoside
CAS No.:141263-04-9
Molecular Formula:C₅₆H₆₀O₁₁
Molecular Weight:909.086
Hs Code.:

Synonyms:Benzyl 3-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-2,4-di-O-benzyl-α-L-rhamnopyranoside

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Chemical Property of Benzyl 3-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-2,4-di-O-benzyl-α-L-rhamnopyranoside

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Technology Process of Benzyl 3-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-2,4-di-O-benzyl-α-L-rhamnopyranoside

There total 7 articles about Benzyl 3-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-2,4-di-O-benzyl-α-L-rhamnopyranoside 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: 57.0%

: 62774-11-2
Benzyl 2,4-di-O-benzyl-α-L-rhamnopyranoside

: 141263-03-8
ethyl 4-O-acetyl-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

: 141263-23-2
Benzyl 3-O-(4-O-acetyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-2,4-di-O-benzyl-α-L-rhamnopyranoside

: 141263-04-9
Benzyl 3-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With 4 A molecular sieve; methyl trifluoromethanesulfonate; In diethyl ether; for 18h;
DOI:10.1016/S0008-6215(00)90498-1

Reference yield:

: 20701-61-5
ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 141263-04-9
Benzyl 3-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / NaH / dimethylformamide / 1 h / 0 °C

2: 1) borane-trimethylamine complex, molecular sieves (4 Angstroem), 2) AlCl₃ / 1) THF, 1 h, 2) 0 deg C, 3 h

3: 99 percent / pyridine / 16 h / Ambient temperature

4: 57 percent / molecular sieves (4 Angstroem), methyl triflate / diethyl ether / 18 h

With pyridine; aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; sodium hydride; methyl trifluoromethanesulfonate; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90498-1

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 141263-04-9
Benzyl 3-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-2,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 69 percent / p-toluenesulfonic acid / dimethylformamide / 1 h / 60 °C / reduced pressure

2: 94 percent / NaH / dimethylformamide / 1 h / 0 °C

3: 1) borane-trimethylamine complex, molecular sieves (4 Angstroem), 2) AlCl₃ / 1) THF, 1 h, 2) 0 deg C, 3 h

4: 99 percent / pyridine / 16 h / Ambient temperature

5: 57 percent / molecular sieves (4 Angstroem), methyl triflate / diethyl ether / 18 h

With pyridine; aluminium trichloride; trimethylamine-borane; 4 A molecular sieve; sodium hydride; toluene-4-sulfonic acid; methyl trifluoromethanesulfonate; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90498-1