3,4-di(benzyloxy)phenethyl 2,6-di-O-acetyl-3-O-allyl-β-D-glucopyranoside

Base Information

Chemical Name:3,4-di(benzyloxy)phenethyl 2,6-di-O-acetyl-3-O-allyl-β-D-glucopyranoside
CAS No.:253790-72-6
Molecular Formula:C₃₅H₄₀O₁₀
Molecular Weight:620.697
Hs Code.:

Synonyms:3,4-di(benzyloxy)phenethyl 2,6-di-O-acetyl-3-O-allyl-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 3,4-di(benzyloxy)phenethyl 2,6-di-O-acetyl-3-O-allyl-β-D-glucopyranoside

Chemical Property:

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Technology Process of 3,4-di(benzyloxy)phenethyl 2,6-di-O-acetyl-3-O-allyl-β-D-glucopyranoside

There total 7 articles about 3,4-di(benzyloxy)phenethyl 2,6-di-O-acetyl-3-O-allyl-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: 79.0%

: 253790-71-5
3,4-di(benzyloxy)phenethyl 2,4-di-O-acetyl-3-O-allyl-6-O-trityl-β-D-glucopyranoside

: 253790-72-6
3,4-di(benzyloxy)phenethyl 2,6-di-O-acetyl-3-O-allyl-β-D-glucopyranoside

Guidance literature:: With acetic acid; In 1,4-dioxane; at 110 ℃; for 6h;
DOI:10.1021/jo9906983

Reference yield:

: 96826-11-8
2-<3,4-bis(benzyloxy)phenyl>ethanol

: 253790-72-6
3,4-di(benzyloxy)phenethyl 2,6-di-O-acetyl-3-O-allyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 72 percent / silver carbonate; molecular sieves (4 Angstroem) / 1,2-dichloro-ethane / 20 °C

2: 94 percent / sodium methoxide / methanol / 2 h / 20 °C

3: 86 percent / pyridine / 0 - 20 °C

4: 92 percent / pyridine / 0 - 20 °C

5: 79 percent / AcOH / dioxane / 6 h / 110 °C

With pyridine; 4 A molecular sieve; sodium methylate; acetic acid; silver carbonate; In 1,4-dioxane; methanol; 1,2-dichloro-ethane; 1: glycosylation; ortho-esterification / 2: Deacetylation / 3: tritylation / 4: Acetylation / 5: Rearrangement;
DOI:10.1021/jo9906983

Reference yield:

: 39698-00-5
acetyl 2,4,6-tri-O-acetyl-3-O-allyl-β-D-glucopyranoside

: 253790-72-6
3,4-di(benzyloxy)phenethyl 2,6-di-O-acetyl-3-O-allyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / α,α-dichloromethyl methyl ether; ZnCl2*Et2O / CH2Cl2 / 1 h / 20 °C

2: 72 percent / silver carbonate; molecular sieves (4 Angstroem) / 1,2-dichloro-ethane / 20 °C

3: 94 percent / sodium methoxide / methanol / 2 h / 20 °C

4: 86 percent / pyridine / 0 - 20 °C

5: 92 percent / pyridine / 0 - 20 °C

6: 79 percent / AcOH / dioxane / 6 h / 110 °C

With pyridine; zinc chloride diethyl ether; Dichloromethyl methyl ether; 4 A molecular sieve; sodium methylate; acetic acid; silver carbonate; In 1,4-dioxane; methanol; dichloromethane; 1,2-dichloro-ethane; 1: Substitution / 2: glycosylation; ortho-esterification / 3: Deacetylation / 4: tritylation / 5: Acetylation / 6: Rearrangement;
DOI:10.1021/jo9906983