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

Base Information

• Chemical Name: methyl (2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside
• CAS No.: 118545-28-1
• Molecular Formula: C₅₅H₅₀O₁₅
• Molecular Weight: 950.993

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

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

Chemical Property:

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

There total 13 articles about methyl (2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-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: 98.0%

→ methyl (2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (118545-28-1)

Guidance literature:

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; Molecular sieve; Inert atmosphere;

Reference yield: 97.0%

2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl ortho-(hex-1-ynyl)benzoate (1221151-98-9) + methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (76375-66-1) → methyl (2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (118545-28-1)

Guidance literature:

2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl ortho-(hex-1-ynyl)benzoate; methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere; Molecular sieve;

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere; Molecular sieve;

DOI:10.1021/acs.joc.1c00151

Reference yield: 97.0%

methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (76375-66-1) + phenyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-galactopyranoside (62774-33-8,65236-83-1,65236-84-2,65236-86-4,121523-94-2,121523-99-7,121524-00-3,65615-60-3) → methyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-α-D-glucopyranoside (118545-28-1,118579-77-4,129941-07-7)

Guidance literature:

With methylsulfenyl bromide; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; for 0.666667h;

DOI:10.1016/0008-6215(88)85071-7

upstream raw materials:

methyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside

methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

2,3,4,6-tetra-O-benzoylglucosyl bromide

2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate

Downstream raw materials:

C₅₅H₅₂O₁₅

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