allyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

Base Information

• Chemical Name: allyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside
• CAS No.: 399036-13-6
• Molecular Formula: C₇₁H₆₆Cl₃NO₂₅
• Molecular Weight: 1439.66

Synonyms:allyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

Chemical Property of allyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

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Technology Process of allyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

There total 6 articles about allyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-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: 88.0%

3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-α-D-glucopyranosyl bromide (161545-20-6) + allyl 2,3,6-tri-O-benzoyl-4-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside (359669-13-9) → allyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside (399036-13-6)

Guidance literature:

With silver trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 3h;

DOI:10.1016/S0008-6215(01)00213-0

Reference yield: 68.0%

ethyl-3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamido)-1-thio-β-D-glucopyranoside (169557-88-4) + allyl 2,3,6-tri-O-benzoyl-4-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside (359669-13-9) → allyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside (399036-13-6)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; at -15 ℃; for 1h;

DOI:10.1016/S0008-6215(01)00213-0

Reference yield: 25.0%

allyl 2,3,6-tri-O-benzoyl-4-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside (359669-13-9) + 3,4,6-tri-O-acetyl-2-deoxy-2-trichloro-acetamido-α-glucopyranosyl trichloroacetamidate → allyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside (399036-13-6)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane;

DOI:10.1016/S0008-6215(01)00213-0

upstream raw materials:

3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-α-D-glucopyranosyl bromide

allyl 2,3,6-tri-O-benzoyl-4-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-β-D-glucopyranoside

ethyl-3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamido)-1-thio-β-D-glucopyranoside

1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2,2,2-trichloroacetamido)-β-D-glucopyranose

Downstream raw materials:

C₆₅H₆₀Cl₃NO₂₂

allyl O-(2-deoxy-4,6-O-isopropylidene-2-trichloroacetamido-β-D-glucopyranosyl)-(1->3)-O-(2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

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