allyl O-(4-O-acetyl-2,3-di-O-benzyl-6-O-monochloroacetyl-α-D-glucopyranosyl)-<(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl>4-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

• Chemical Name: allyl O-(4-O-acetyl-2,3-di-O-benzyl-6-O-monochloroacetyl-α-D-glucopyranosyl)-<(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl>4-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
• CAS No.: 115435-55-7
• Molecular Formula: C₁₆₂H₁₇₁ClO₃₃
• Molecular Weight: 2681.57

Synonyms:

Chemical Property of allyl O-(4-O-acetyl-2,3-di-O-benzyl-6-O-monochloroacetyl-α-D-glucopyranosyl)-<(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl>4-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl O-(4-O-acetyl-2,3-di-O-benzyl-6-O-monochloroacetyl-α-D-glucopyranosyl)-<(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl>4-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 2 articles about allyl O-(4-O-acetyl-2,3-di-O-benzyl-6-O-monochloroacetyl-α-D-glucopyranosyl)-<(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl>4-(1->4)-2,3,6-tri-O-benzyl-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:

O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-bis4)>-2,3,6-tri-O-benzyl-β-D-glucopyranoside (113842-97-0) + O-(4-O-acetyl-2,3-di-O-benzyl-6-O-monochloroacetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride (115435-52-4) → Chloro-acetic acid (2R,3R,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-((1R,2R,3S,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester (115435-53-5) + Chloro-acetic acid (2R,3R,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-((2R,3R,4S)-4,5-bis-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-tetrahydro-pyran-2-ylmethyl ester (115435-54-6) + allyl O-(4-O-acetyl-2,3-di-O-benzyl-6-O-monochloroacetyl-α-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-benzyl-β-D-glucopyranosyl-<(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl>3-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (115435-55-7,115435-56-8) + allyl O-(4-O-acetyl-2,3-di-O-benzyl-6-O-monochloroacetyl-α-D-glucopyranosyl)-<(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl>4-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (115435-55-7,115435-56-8)

Guidance literature:

With 4 A molecular sieve; silver trifluoromethanesulfonate; tin(ll) chloride; Yield given. Multistep reaction. Yields of byproduct given; 1) Cl(CH₂)2Cl, 20 deg C, 16 h, 2) Cl(CH₂)2Cl, 20 deg C, 19 h;

DOI:10.1016/0008-6215(87)80246-X

Reference yield:

O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-bis4)>-2,3,6-tri-O-benzyl-β-D-glucopyranoside (113842-97-0) + O-(4-O-acetyl-2,3-di-O-benzyl-6-O-monochloroacetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride (115435-52-4) → Chloro-acetic acid (2R,3R,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-((1R,2R,3S,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester (115435-53-5) + Chloro-acetic acid (2R,3R,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-((2R,3R,4S)-4,5-bis-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-tetrahydro-pyran-2-ylmethyl ester (115435-54-6) + allyl O-(4-O-acetyl-2,3-di-O-benzyl-6-O-monochloroacetyl-α-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-benzyl-β-D-glucopyranosyl-<(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl>3-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (115435-55-7,115435-56-8) + allyl O-(4-O-acetyl-2,3-di-O-benzyl-6-O-monochloroacetyl-α-D-glucopyranosyl)-<(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl>4-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (115435-55-7,115435-56-8)

Guidance literature:

With 4 A molecular sieve; silver trifluoromethanesulfonate; tin(ll) chloride; Yield given. Multistep reaction. Yields of byproduct given; 1) Cl(CH₂)2Cl, 20 deg C, 16 h, 2) Cl(CH₂)2Cl, 20 deg C, 19 h;

DOI:10.1016/0008-6215(87)80246-X

Reference yield: 85.9%

allyl O-(4-O-acetyl-2,3-di-O-benzyl-6-O-monochloroacetyl-α-D-glucopyranosyl)-<(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl>4-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (115435-55-7,115435-56-8) → allyl O-(4-O-acetyl-2,3-di-O-benzyl-α-D-glucopyranosyl)-<(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)>4-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside (115435-57-9,115458-57-6)

Guidance literature:

With pyridine; thiourea; In tetrahydrofuran; ethanol; at 70 ℃; for 20h;

DOI:10.1016/0008-6215(87)80246-X

upstream raw materials:

O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-bis4)>-2,3,6-tri-O-benzyl-β-D-glucopyranoside

O-(4-O-acetyl-2,3-di-O-benzyl-6-O-monochloroacetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride

Downstream raw materials:

allyl O-(4-O-acetyl-2,3-di-O-benzyl-α-D-glucopyranosyl)-(1->4)-O-(2,3,6-tri-O-benzyl-β-D-glucopyranosyl-<(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl>3-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

allyl O-(4-O-acetyl-2,3-di-O-benzyl-α-D-glucopyranosyl)-<(1->4)-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)>4-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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