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

Base Information

Chemical Name:allyl O-(2,3-di-O-benzyl-6-O-monochloroacetyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:115435-47-7
Molecular Formula:C₅₂H₅₇ClO₁₂
Molecular Weight:909.47
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 1 articles about allyl O-(2,3-di-O-benzyl-6-O-monochloroacetyl-α-D-glucopyranosyl)-(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: 19.0%

: 113842-89-0
allyl O-(2,3-di-O-benzyl-α-D-glucopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 541-88-8
Chloroacetic anhydride

: 115435-47-7
allyl O-(2,3-di-O-benzyl-6-O-monochloroacetyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 115435-48-8
Chloro-acetic acid (2R,3R,4S,5R,6R)-6-((2R,3R,4S,5R,6R)-6-allyloxy-4,5-bis-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-2-(2-chloro-acetoxymethyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: With pyridine; In 1,2-dichloro-ethane; -5 - 0 deg C, 30 min; 20 deg C, 1 h;
DOI:10.1016/0008-6215(87)80246-X

Reference yield: 90.0%

: 108-24-7
acetic anhydride

: 115435-47-7
allyl O-(2,3-di-O-benzyl-6-O-monochloroacetyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 115435-49-9
allyl 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-glucopyranoside

Guidance literature:: With pyridine; at 20 ℃; for 4h;
DOI:10.1016/0008-6215(87)80246-X

Reference yield:

: 115435-47-7
allyl O-(2,3-di-O-benzyl-6-O-monochloroacetyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 115435-52-4
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

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / pyridine / 4 h / 20 °C

2: 86 percent / PdCl₂, NaOAc / acetic acid; H₂O / 2 h / 50 °C

3: SOCl₂ / 1,2-dichloro-ethane; dimethylformamide / 19 h / 20 °C

4: AgF / acetonitrile / 16 h / 20 °C

With pyridine; thionyl chloride; sodium acetate; silver fluoride; palladium dichloride; In water; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0008-6215(87)80246-X