methyl 3-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)propenoate

Base Information

• Chemical Name: methyl 3-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)propenoate
• CAS No.: 136088-97-6
• Molecular Formula: C₃₈H₄₀O₇
• Molecular Weight: 608.731
• Mol file: 136088-97-6.mol

Synonyms:methyl 3-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)propenoate

Chemical Property of methyl 3-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)propenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)propenoate

There total 2 articles about methyl 3-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)propenoate 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:

2,6-anhydro-1,3,4,5-tetra-O-benzyl-D-glycero-L-gulo-heptitol (79258-16-5) → methyl 3-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)propenoate (136088-97-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) DMSO, oxalyl chloride, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 40 min, 2.) 0 deg C, 10 min

2: benzene / Ambient temperature

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In benzene;

DOI:10.1021/jo00022a038

Reference yield:

2,6-Anhydro-3,4,5,7-tetra-O-benzyl-aldehydo-D-glycero-D-ido-heptopyranose (113019-43-5) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → methyl 3-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)propenoate (136088-97-6)

Guidance literature:

In benzene; Yield given; Ambient temperature;

DOI:10.1021/jo00022a038

Reference yield: 89.0%

methyl 3-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)propenoate (136088-97-6) → 1-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)-1-propen-3-ol (136088-96-5)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1021/jo00022a038

upstream raw materials:

2,6-Anhydro-3,4,5,7-tetra-O-benzyl-aldehydo-D-glycero-D-ido-heptopyranose

methyl (triphenylphosphoranylidene)acetate

2,6-anhydro-1,3,4,5-tetra-O-benzyl-D-glycero-L-gulo-heptitol

Downstream raw materials:

1-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)-1-propen-3-ol

1-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)-1(R)-deuterio-2-propene

(1R,2R)-1-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)-1-deuteriopropane-2,3-diol

(1S,2S)-1-(2,3,4,6-O-tetrabenzyl-α-D-glucopyranosyl)-1-deuteriopropane-2,3-diol