methyl 2-O-benzyl-3, 4, 6-tri-O-benzoyl-D-glucopyranosyl-α-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2-O-benzyl-3, 4, 6-tri-O-benzoyl-D-glucopyranosyl-α-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside
• CAS No.: 1233488-82-8
• Molecular Formula: C₆₂H₆₀O₁₄
• Molecular Weight: 1029.15

Synonyms:methyl 2-O-benzyl-3, 4, 6-tri-O-benzoyl-D-glucopyranosyl-α-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Chemical Property of methyl 2-O-benzyl-3, 4, 6-tri-O-benzoyl-D-glucopyranosyl-α-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

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Technology Process of methyl 2-O-benzyl-3, 4, 6-tri-O-benzoyl-D-glucopyranosyl-α-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

There total 15 articles about methyl 2-O-benzyl-3, 4, 6-tri-O-benzoyl-D-glucopyranosyl-α-(1→6)-2,3,4-tri-O-benzyl-α-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: 67.0%

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) + ethyl 2-O-benzyl-3,4,6-tri-O-benzoyl-1-thio-α-D-glucopyranoside (1309361-03-2) → methyl 2-O-benzyl-3, 4, 6-tri-O-benzoyl-D-glucopyranosyl-α-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (1233488-82-8)

Guidance literature:

With bromine; In 1,2-dichloro-ethane; at 20 ℃; for 16h; optical yield given as %de; stereoselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1021/jo2019174

Reference yield: 40.0%

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) + ethyl 2-O-benzyl-3,4,6-tri-O-benzoyl-1-thio-β-D-glucopyranoside (1233488-80-6) → methyl 2-O-benzyl-3, 4, 6-tri-O-benzoyl-D-glucopyranosyl-α-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (1233488-82-8)

Guidance literature:

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside; ethyl 2-O-benzyl-3,4,6-tri-O-benzoyl-1-thio-β-D-glucopyranoside; In 1,2-dichloro-ethane; for 1h; Inert atmosphere; Molecular sieve;

With iodine; In 1,2-dichloro-ethane; at 50 ℃; for 24h; chemoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1021/ol101089u

Reference yield:

p-methylphenyl 2-O-benzyl-3,4,6-tri-O-benzoyl-1-thio-β-D-glucopyranoside + C37H34Co2O12 → methyl 2-O-benzyl-3, 4, 6-tri-O-benzoyl-D-glucopyranosyl-β-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside + methyl 2-O-benzyl-3, 4, 6-tri-O-benzoyl-D-glucopyranosyl-α-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (1233488-82-8)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; Overall yield = 51 %; Inert atmosphere;

DOI:10.1016/j.tetlet.2017.05.012

upstream raw materials:

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

ethyl 2-O-benzyl-3,4,6-tri-O-benzoyl-1-thio-β-D-glucopyranoside

2-(2'-O-benzyl-3',4',6'-tri-O-benzoyl-1-thio-β-D-glucopyranosyl)-benzoxazole

3,4,6-tri-O-benzoyl-2-O-benzyl-β-D-glucopyranosyl thiocyanate

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