methyl 2,3,4-tri-O-benzyl-6-O-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2,3,4-tri-O-benzyl-6-O-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-α-D-glucopyranoside
• CAS No.: 120316-65-6
• Molecular Formula: C₄₈H₅₄O₉
• Molecular Weight: 774.951
• Mol file: 120316-65-6.mol

Synonyms:methyl 2,3,4-tri-O-benzyl-6-O-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-α-D-glucopyranoside

Chemical Property of methyl 2,3,4-tri-O-benzyl-6-O-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3,4-tri-O-benzyl-6-O-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-α-D-glucopyranoside

There total 5 articles about methyl 2,3,4-tri-O-benzyl-6-O-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-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:

O-(3,4-di-O-benzyl-2,6-dideoxy-D-arabino-hexopyranosyl) trichloroacetimidate + methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) → methyl 2,3,4-tri-O-benzyl-6-O-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-α-D-glucopyranoside (120316-65-6) + methyl 2,3,4-tri-O-benzyl-6-O-(3,4-di-O-benzyl-2,6-dideoxy-α-D-arabino-hexopyranosyl)-α-D-glucopyranoside

Guidance literature:

With triethylsilane; iodine; In toluene; at -94 ℃; for 1h;

DOI:10.1002/anie.200604031

Reference yield:

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) → methyl 2,3,4-tri-O-benzyl-6-O-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-α-D-glucopyranoside (120316-65-6)

Guidance literature:

Multi-step reaction with 2 steps

1: molecular sieves 4A / TMSOTf / diethyl ether / 0.5 h / 0 °C

2: Ph₃SnH / toluene / Heating

With 4 A molecular sieve; triphenylstannane; trimethylsilyl trifluoromethanesulfonate; In diethyl ether; toluene;

DOI:10.1016/S0040-4039(01)80327-0

Reference yield:

Acetic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methyl-3-phenylselanyl-tetrahydro-pyran-2-yl ester (120316-51-0) → methyl 2,3,4-tri-O-benzyl-6-O-(3,4-di-O-benzyl-2,6-dideoxy-β-D-arabino-hexopyranosyl)-α-D-glucopyranoside (120316-65-6)

Guidance literature:

Multi-step reaction with 2 steps

1: molecular sieves 4A / TMSOTf / diethyl ether / 0.5 h / 0 °C

2: Ph₃SnH / toluene / Heating

With 4 A molecular sieve; triphenylstannane; trimethylsilyl trifluoromethanesulfonate; In diethyl ether; toluene;

DOI:10.1016/S0040-4039(01)80327-0

upstream raw materials:

C₅₄H₅₈O₉Se

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

Acetic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methyl-3-phenylselanyl-tetrahydro-pyran-2-yl ester