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

Base Information

• Chemical Name: methyl (β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside
• CAS No.: 88559-79-9
• Molecular Formula: C₃₄H₄₂O₁₁
• Molecular Weight: 626.701
• Mol file: 88559-79-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 9 articles about methyl (β-D-glucopyranosyl)-(1->4)-2,3,6-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: 97.0%

(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (71692-91-6) → methyl (β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (88559-79-9)

Guidance literature:

With methanol; sodium methylate; for 2h;

DOI:10.1016/j.carres.2011.06.021

Reference yield: 56.0%

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside (19488-48-3) + benzoxazolyl 2,3,4-tri-O-benzoyl-6-O-(3-hydroxycarbonylpropanoyl)-β-D-glucopyranoside (1012046-44-4) → methyl (β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (88559-79-9)

Guidance literature:

benzoxazolyl 2,3,4-tri-O-benzoyl-6-O-(3-hydroxycarbonylpropanoyl)-β-D-glucopyranoside; With dicyclohexyl-carbodiimide; In dichloromethane; for 72h;

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside; With 3 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 96h;

With methanol; sodium methylate; In dichloromethane; at 20 ℃; for 48h; pH=8 - 9; Further stages.;

DOI:10.1021/jo701902f

Reference yield:

Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester (71692-91-6,118451-90-4,122992-46-5,134296-61-0) → (2S,3R,4S,5R,6R)-2-((2R,3S,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (88559-79-9,88567-43-5,108671-40-5)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/S0008-6215(00)80790-9

upstream raw materials:

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

benzoxazolyl 2,3,4-tri-O-benzoyl-6-O-(3-hydroxycarbonylpropanoyl)-β-D-glucopyranoside

(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(((2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran-3-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Downstream raw materials:

methyl 4-O-β-D-glucopyranosyl-(1->4)-α-D-glucopyranoside

methyl (6-O-triphenylmethyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

methyl (sodium β-D-glucopyranosyluronate)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside

C₃₆H₄₁O₁₁^(1-)*Na⁽¹⁺⁾