allyl 3-O-(4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl)-2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:allyl 3-O-(4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl)-2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside
CAS No.:578738-11-1
Molecular Formula:C₅₇H₆₂O₂₀
Molecular Weight:1067.11
Hs Code.:

allyl 3-O-(4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl)-2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Synonyms:allyl 3-O-(4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl)-2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-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 3-O-(4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl)-2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

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Technology Process of allyl 3-O-(4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl)-2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

There total 9 articles about allyl 3-O-(4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl)-2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-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: 85.0%

: 154779-68-7
allyl 2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

: 578738-07-5
phenyl 4-O-acetyl-2,3-O-isopropylidene-1-thio-β-L-rhamnopyranoside

: 578738-11-1
allyl 3-O-(4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl)-2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; MS 4 Angstroem; In chloroform; at -30 ℃; for 0.25h;
DOI:10.1016/S0008-6215(03)00053-3

Reference yield: 16.0%

: 107-18-6
allyl alcohol

: 578738-10-0
phenyl 3-O-(4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl)-2,6-di-O-benzoyl-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-1-thio-β-D-glucopyranoside

: 578738-11-1
allyl 3-O-(4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl)-2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; MS 4 Angstroem; In chloroform; at -20 ℃; for 0.5h;
DOI:10.1016/S0008-6215(03)00053-3

Reference yield:

: 7404-35-5,17081-04-8,20853-37-6,24332-95-4,27821-10-9,27821-11-0,33947-15-8,34371-40-9,34371-41-0,35521-79-0,36807-81-5,36807-82-6,50615-78-6,51921-33-6,62182-03-0,64913-16-2,70004-81-8,84622-47-9,87303-56-8,108942-32-1,108942-33-2,109430-94-6,143394-72-3,30021-94-4
1,2,3,4-tetra-O-acetyl-L-rhamnopyranose

: 578738-11-1
allyl 3-O-(4-O-acetyl-2,3-O-isopropylidene-α-L-rhamnopyranosyl)-2,6-di-O-benzoyl-4-O-(2,6-di-O-benzoyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 33 percent HBr(AcOH) / acetic anhydride; CH₂Cl₂ / 4 h / 20 °C

2: KOH / aq. ethanol; acetone / 20 °C

3: NaOMe / methanol / 2 h / 20 °C

4: pTsOH / acetonitrile / 10 h / 20 °C

5: 92 percent / pyridine / 20 °C

6: 85 percent / MS 4 Angstroem; NIS; TfOH / CHCl₃ / 0.25 h / -30 °C

With pyridine; potassium hydroxide; N-iodo-succinimide; trifluorormethanesulfonic acid; MS 4 Angstroem; hydrogen bromide; sodium methylate; toluene-4-sulfonic acid; In methanol; ethanol; dichloromethane; chloroform; acetic anhydride; acetone; acetonitrile;
DOI:10.1016/S0008-6215(03)00053-3