methyl 2,3,4-tri-O-benzyl-7-deoxy-L-glycero-α-D-gluco-octopyranoside

Base Information

• Chemical Name: methyl 2,3,4-tri-O-benzyl-7-deoxy-L-glycero-α-D-gluco-octopyranoside
• CAS No.: 222185-53-7
• Molecular Formula: C₃₀H₃₆O₇
• Molecular Weight: 508.612
• Mol file: 222185-53-7.mol

Synonyms:methyl 2,3,4-tri-O-benzyl-7-deoxy-L-glycero-α-D-gluco-octopyranoside

Chemical Property of methyl 2,3,4-tri-O-benzyl-7-deoxy-L-glycero-α-D-gluco-octopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3,4-tri-O-benzyl-7-deoxy-L-glycero-α-D-gluco-octopyranoside

There total 1 articles about methyl 2,3,4-tri-O-benzyl-7-deoxy-L-glycero-α-D-gluco-octopyranoside 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: 43.0%

uronic acid → methyl 2,3,4-tri-O-benzyl-7-deoxy-D-glycero-α-D-gluco-octopyranoside (222185-54-8) + methyl 2,3,4-tri-O-benzyl-7-deoxy-L-glycero-α-D-gluco-octopyranoside (222185-53-7)

Guidance literature:

With borane-THF; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1016/S0040-4020(98)01218-6

Reference yield: 97.4%

tert-butylchlorodiphenylsilane (58479-61-1) + methyl 2,3,4-tri-O-benzyl-7-deoxy-L-glycero-α-D-gluco-octopyranoside (222185-53-7) → methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-7-deoxy-L-glycero-α-D-gluco-octopyranoside (222185-55-9)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 12h; Ambient temperature;

DOI:10.1016/S0040-4020(98)01218-6

Reference yield:

methyl 2,3,4-tri-O-benzyl-7-deoxy-L-glycero-α-D-gluco-octopyranoside (222185-53-7) → methyl 2,3,4,6-tetra-O-benzyl-7-deoxy-L-glycero-α-D-gluco-octopyranoside (222185-62-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 97.4 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

2: 1.) NaH / 1.) DMF, room temperature, 30 min, 2.) DMF, room temperature, 3 h

3: 87 percent / tetrabutylammonium fluoride / tetrahydrofuran / 12 h / Ambient temperature

With 1H-imidazole; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(98)01218-6

Downstream raw materials:

methyl 2,3,4-tri-O-benzyl-8-O-tert-butyldiphenylsilyl-7-deoxy-L-glycero-α-D-gluco-octopyranoside

methyl 2,3,4,6-tetra-O-benzyl-7-deoxy-L-glycero-α-D-gluco-octopyranoside

methyl 8-azido-2,3,4,6-tetra-O-benzyl-7,8-dideoxy-L-glycero-α-D-gluco-octopyranoside

methyl 2,3,4,6-tetra-O-benzyl-7-deoxy-8-O-methanesulfonyl-L-glycero-α-D-gluco-octopyranoside