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

Base Information

• Chemical Name: methyl (4-O-benzoyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside
• CAS No.: 1352827-06-5
• Molecular Formula: C₆₂H₆₄O₁₂
• Molecular Weight: 1001.18
• Mol file: 1352827-06-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 13 articles about methyl (4-O-benzoyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(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:

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) + ethyl 4-O-benzoyl-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside (1352827-02-1) → methyl (4-O-benzoyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside + methyl (4-O-benzoyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (1352827-06-5)

Guidance literature:

With dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In 1,2-dichloro-ethane; at -30 - 20 ℃; for 72h; Overall yield = 64 %; stereoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1007/s11172-015-0987-2

Reference yield:

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) + 4-O-benzoyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl bromide (1352826-99-3) → methyl (4-O-benzoyl-2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside + methyl (4-O-benzoyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (1352827-06-5)

Guidance literature:

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

DOI:10.1021/jo2019174

Reference yield:

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) + ethyl 4-O-benzoyl-2,3,6-tri-O-benzyl-1-thio-β-D-glucopyranoside (1352827-02-1) → methyl (4-O-benzoyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (1352827-06-5) + methyl 2,3,4-tri-O-benzyl-6-O-(4-O-benzoyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:

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

With dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In 1,2-dichloro-ethane; at -30 - 42 ℃; for 1h; Overall yield = 97%; Optical yield = 42.857 %de;

DOI:10.1021/ja307355n

upstream raw materials:

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

4-O-benzoyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl bromide

benzoyl chloride

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