8-(methoxycarbonyl)octyl O-(4-O-allyl-2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside

Base Information

Chemical Name:8-(methoxycarbonyl)octyl O-(4-O-allyl-2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside
CAS No.:121260-41-1
Molecular Formula:C₃₅H₅₆O₁₁
Molecular Weight:652.823
Hs Code.:

Synonyms:8-(methoxycarbonyl)octyl O-(4-O-allyl-2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside

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Chemical Property of 8-(methoxycarbonyl)octyl O-(4-O-allyl-2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside

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Technology Process of 8-(methoxycarbonyl)octyl O-(4-O-allyl-2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside

There total 11 articles about 8-(methoxycarbonyl)octyl O-(4-O-allyl-2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside 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: 90.0%

: 121260-40-0
8-(methoxycarbonyl)octyl O-(4-O-allyl-3-O-methyl-α-L-rhamnopyranosyl)-(1-2)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside

: 74-88-4
methyl iodide

: 121260-41-1
8-(methoxycarbonyl)octyl O-(4-O-allyl-2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside

Guidance literature:: With sodium hydride; In tetrahydrofuran; Ambient temperature;
DOI:10.1016/0008-6215(88)84078-3

Reference yield:

: 121260-40-0
8-(methoxycarbonyl)octyl O-(4-O-allyl-3-O-methyl-α-L-rhamnopyranosyl)-(1-2)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside

: 333-27-7
methyl trifluoromethanesulfonate

: 121260-41-1
8-(methoxycarbonyl)octyl O-(4-O-allyl-2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside

Guidance literature:: With 2,6-di-tert-butyl-pyridine; In dichloromethane; at 80 ℃; for 3h;
DOI:10.1016/0008-6215(88)84078-3

Reference yield:

: 75336-76-4
methyl 4-O-allyl-2,3-O-isopropylidene-α-L-rhamnopyranoside

: 121260-41-1
8-(methoxycarbonyl)octyl O-(4-O-allyl-2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) trifluoroacetic acid; 2.) M H₂SO₄; / 1.) dichloromethane, 30 min, 0 deg C; 2.) 4 h, reflux;

2: 72 percent / pyridine / Ambient temperature

3: 91 percent / 32percent hydrogen bromide / CH₂Cl₂; acetic acid / 1.5 h

4: ammonia-saturated methanol / methanol / 48 h / Ambient temperature

5: sodium hydride / methanol; tetrahydrofuran / Ambient temperature

6: chlorotrimethylsilane / CH₂Cl₂ / 2 h / Heating

7: 70 percent / silver triflate, 1,1,3,3-tetramethylurea / CH₂Cl₂

8: 1.0 g / dry sodium methoxide / methanol / 1.) 0 deg C, 2 h; 2.) room temp.;

9: 2,6-di-tetr-butylpyridine / CH₂Cl₂ / 3 h / 80 °C

With chloro-trimethyl-silane; 2,6-di-tert-butyl-pyridine; sulfuric acid; ammonia; hydrogen bromide; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; trifluoroacetic acid; tetramethylurea; In tetrahydrofuran; pyridine; methanol; dichloromethane; acetic acid;
DOI:10.1016/0008-6215(88)84078-3