Methyl 6-deoxy-2,3-bis-O-(phenylmethyl)-alpha-D-glucopyranoside

Base Information

• Chemical Name: Methyl 6-deoxy-2,3-bis-O-(phenylmethyl)-alpha-D-glucopyranoside
• CAS No.: 56750-58-4
• Molecular Formula: C21H26O5
• Molecular Weight: 358.434
• Mol file: 56750-58-4.mol

Synonyms:Methyl 6-deoxy-2,3-bis-O-(phenylmethyl)-alpha-D-glucopyranoside

Chemical Property of Methyl 6-deoxy-2,3-bis-O-(phenylmethyl)-alpha-D-glucopyranoside

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 6-deoxy-2,3-bis-O-(phenylmethyl)-alpha-D-glucopyranoside

There total 12 articles about Methyl 6-deoxy-2,3-bis-O-(phenylmethyl)-alpha-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: 96.0%

methyl 2,3-di-O-benzyl-6-deoxy-4-O-[(R)-3-methyl-4-pentenoyl]-α-D-glucopyranoside (250687-61-7) → methyl 6-deoxy-2,3-bis-O-(phenylmethyl)-α-D-glucopyranoside (56750-58-4) + (R)-3-methyl-4-pentenoic acid (75371-78-7)

Guidance literature:

With potassium hydroxide; In methanol; Heating;

DOI:10.1021/ol9909942

Reference yield: 89.0%

methyl 6-deoxy-6-iodo-2,3-bis-O-(phenylmethyl)-α-D-glucopyranoside (87326-88-3) → methyl 6-deoxy-2,3-bis-O-(phenylmethyl)-α-D-glucopyranoside (56750-58-4)

Guidance literature:

With fac-tris(4-methyl-(2-pyridinyl-κN)phenyl-κ2C)iridium(III); 2-methylpropan-2-thiol; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 1.5h; Irradiation; Inert atmosphere;

DOI:10.1002/chem.201405516

Reference yield: 84.0%

methyl-2,3-di-O-benzyl-6-O-(4-toluenesulfonyl)-α-D-glucopyranoside (54522-57-5) → methyl 6-deoxy-2,3-bis-O-(phenylmethyl)-α-D-glucopyranoside (56750-58-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 1h; Heating;

DOI:10.1246/bcsj.60.2301

upstream raw materials:

methyl-2,3-di-O-benzyl-6-O-(4-toluenesulfonyl)-α-D-glucopyranoside

methyl 6-deoxy-6-iodo-2,3-bis-O-(phenylmethyl)-α-D-glucopyranoside

methyl 2,3-di-O-benzyl-6-deoxy-4-O-[(R)-3-methyl-4-pentenoyl]-α-D-glucopyranoside

methyl 2,3-di-O-benzyl-4-O-crotonyl-6-deoxy-α-D-glucopyranoside

Downstream raw materials:

Methyl-2,3-di-O-benzyl-6-desoxy-4-O-(p-tolylsulfinyl)-α-D-glucopyranosid

methyl 2,3-di-O-benzyl-6-deoxy-α-D-xylo-hexopyranosid-4-ulose

Toluene-4-sulfonic acid (2R,3S,4R,5R,6S)-4,5-dihydroxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester

methyl 2,3-di-O-benzyl-5,6-dideoxy-5-fluoro-β-L-altrofuranoside