8-(methoxycarbonyl)octyl O-(2,4-di-O-3,6-di-O-methyl-β-D-glucopyranosyl)-O-(1-4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-3-O-methyl-α-L-rhamnopyranoside

Base Information

Chemical Name:8-(methoxycarbonyl)octyl O-(2,4-di-O-3,6-di-O-methyl-β-D-glucopyranosyl)-O-(1-4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-3-O-methyl-α-L-rhamnopyranoside
CAS No.:121260-43-3
Molecular Formula:C₄₄H₇₀O₁₈
Molecular Weight:887.029
Hs Code.:

8-(methoxycarbonyl)octyl O-(2,4-di-O-3,6-di-O-methyl-β-D-glucopyranosyl)-O-(1-4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-3-O-methyl-α-L-rhamnopyranoside

Synonyms:8-(methoxycarbonyl)octyl O-(2,4-di-O-3,6-di-O-methyl-β-D-glucopyranosyl)-O-(1-4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-3-O-methyl-α-L-rhamnopyranoside

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Chemical Property of 8-(methoxycarbonyl)octyl O-(2,4-di-O-3,6-di-O-methyl-β-D-glucopyranosyl)-O-(1-4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-3-O-methyl-α-L-rhamnopyranoside

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Technology Process of 8-(methoxycarbonyl)octyl O-(2,4-di-O-3,6-di-O-methyl-β-D-glucopyranosyl)-O-(1-4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-3-O-methyl-α-L-rhamnopyranoside

There total 11 articles about 8-(methoxycarbonyl)octyl O-(2,4-di-O-3,6-di-O-methyl-β-D-glucopyranosyl)-O-(1-4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-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: 69.0%

: 121260-42-2
8-(methoxycarbonyl)octyl O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside

: 109917-89-7
2,4-di-O-acetyl-3,6-di-O-methyl-β-D-glucopyranosyl bromide

: 121260-43-3
8-(methoxycarbonyl)octyl O-(2,4-di-O-3,6-di-O-methyl-β-D-glucopyranosyl)-O-(1-4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-3-O-methyl-α-L-rhamnopyranoside

Guidance literature:: With molecular sieve; mercury(II) cyanide; mercury dibromide; In dichloromethane; for 16h; Ambient temperature;
DOI:10.1016/0008-6215(88)84078-3

Reference yield:

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

: 121260-43-3
8-(methoxycarbonyl)octyl O-(2,4-di-O-3,6-di-O-methyl-β-D-glucopyranosyl)-O-(1-4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-3-O-methyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 11 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

10: 80 percent / 1,4-diazabicyclo<2.2.2>octane / Wilkinson catalyst / ethanol; benzene; H₂O / Heating

11: 69 percent / mercuric bromide, mercuric cyanide, molecular sieves / CH₂Cl₂ / 16 h / Ambient temperature

With 1,4-diaza-bicyclo[2.2.2]octane; chloro-trimethyl-silane; 2,6-di-tert-butyl-pyridine; molecular sieve; sulfuric acid; ammonia; hydrogen bromide; sodium methylate; silver trifluoromethanesulfonate; mercury(II) cyanide; sodium hydride; trifluoroacetic acid; tetramethylurea; mercury dibromide; Wilkinson's catalyst; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; water; acetic acid; benzene;
DOI:10.1016/0008-6215(88)84078-3

Reference yield:

: (3R,4S,5R,6S)-5-Allyloxy-6-methyl-tetrahydro-pyran-2,3,4-triol

: 121260-43-3
8-(methoxycarbonyl)octyl O-(2,4-di-O-3,6-di-O-methyl-β-D-glucopyranosyl)-O-(1-4)-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-(1-2)-3-O-methyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1: 72 percent / pyridine / Ambient temperature

2: 91 percent / 32percent hydrogen bromide / CH₂Cl₂; acetic acid / 1.5 h

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

4: sodium hydride / methanol; tetrahydrofuran / Ambient temperature

5: chlorotrimethylsilane / CH₂Cl₂ / 2 h / Heating

6: 70 percent / silver triflate, 1,1,3,3-tetramethylurea / CH₂Cl₂

7: 1.0 g / dry sodium methoxide / methanol / 1.) 0 deg C, 2 h; 2.) room temp.;

8: 2,6-di-tetr-butylpyridine / CH₂Cl₂ / 3 h / 80 °C

9: 80 percent / 1,4-diazabicyclo<2.2.2>octane / Wilkinson catalyst / ethanol; benzene; H₂O / Heating

10: 69 percent / mercuric bromide, mercuric cyanide, molecular sieves / CH₂Cl₂ / 16 h / Ambient temperature

With 1,4-diaza-bicyclo[2.2.2]octane; chloro-trimethyl-silane; 2,6-di-tert-butyl-pyridine; molecular sieve; ammonia; hydrogen bromide; sodium methylate; silver trifluoromethanesulfonate; mercury(II) cyanide; sodium hydride; tetramethylurea; mercury dibromide; Wilkinson's catalyst; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; water; acetic acid; benzene;
DOI:10.1016/0008-6215(88)84078-3