3'-(benzyloxy)-6'-<<4''-<(benzyloxy)carbonyl>-5''-(1-heptyl)-3''-hydroxyphenoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 2,3-di-O-benzyl-L-galactofuranoside

Base Information

Chemical Name:3'-(benzyloxy)-6'-<<4''-<(benzyloxy)carbonyl>-5''-(1-heptyl)-3''-hydroxyphenoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 2,3-di-O-benzyl-L-galactofuranoside
CAS No.:137571-93-8
Molecular Formula:C₆₂H₆₈O₁₂
Molecular Weight:1005.21
Hs Code.:

Synonyms:3'-(benzyloxy)-6'-<<4''-<(benzyloxy)carbonyl>-5''-(1-heptyl)-3''-hydroxyphenoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 2,3-di-O-benzyl-L-galactofuranoside

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Chemical Property of 3'-(benzyloxy)-6'-<<4''-<(benzyloxy)carbonyl>-5''-(1-heptyl)-3''-hydroxyphenoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 2,3-di-O-benzyl-L-galactofuranoside

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Technology Process of 3'-(benzyloxy)-6'-<<4''-<(benzyloxy)carbonyl>-5''-(1-heptyl)-3''-hydroxyphenoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 2,3-di-O-benzyl-L-galactofuranoside

There total 22 articles about 3'-(benzyloxy)-6'-<<4''-<(benzyloxy)carbonyl>-5''-(1-heptyl)-3''-hydroxyphenoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 2,3-di-O-benzyl-L-galactofuranoside 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:

: 628-71-7
1-Heptyne

: 137571-93-8
3'-(benzyloxy)-6'-<<4''-<(benzyloxy)carbonyl>-5''-(1-heptyl)-3''-hydroxyphenoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 2,3-di-O-benzyl-L-galactofuranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / bis(triphenylphosphine)palladium(II) chloride, Et₃N / dimethylformamide / 12 h / 90 °C

2: 100 percent / H₂ / Pd(OH)2 / ethanol / 12 h / 760 Torr

3: 91 percent / tetrahydrofuran / 65 h / Heating

4: 4-DMAP, EDCI / CH₂Cl₂ / 4 h / Ambient temperature

5: TsOH / methanol / 0.5 h / Ambient temperature

With dmap; bis(triphenylphosphine)palladium(II)-chloride; hydrogen; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00028a035

Reference yield:

: 83-30-7
acide 2,4,6-trihydroxybenzoique

: 137571-93-8
3'-(benzyloxy)-6'-<<4''-<(benzyloxy)carbonyl>-5''-(1-heptyl)-3''-hydroxyphenoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 2,3-di-O-benzyl-L-galactofuranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 34 percent / trifluoroacetic anhydride / trifluoroacetic acid / 24 h / Ambient temperature

2: 92 percent / triphenylphosphine, DIAD / tetrahydrofuran / 2 h / 0 - 20 °C

3: 85 percent / pyridine / 12 h / 0 °C

4: 87 percent / bis(triphenylphosphine)palladium(II) chloride, Et₃N / dimethylformamide / 12 h / 90 °C

5: 100 percent / H₂ / Pd(OH)2 / ethanol / 12 h / 760 Torr

6: 91 percent / tetrahydrofuran / 65 h / Heating

7: 4-DMAP, EDCI / CH₂Cl₂ / 4 h / Ambient temperature

8: TsOH / methanol / 0.5 h / Ambient temperature

With pyridine; dmap; bis(triphenylphosphine)palladium(II)-chloride; di-isopropyl azodicarboxylate; hydrogen; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; trifluoroacetic anhydride; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; trifluoroacetic acid;
DOI:10.1021/ja00028a035

Reference yield:

: 137571-76-7
7-(benzyloxy)-5-(hept-1-yn-1-yl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

: 137571-93-8
3'-(benzyloxy)-6'-<<4''-<(benzyloxy)carbonyl>-5''-(1-heptyl)-3''-hydroxyphenoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 2,3-di-O-benzyl-L-galactofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / H₂ / Pd(OH)2 / ethanol / 12 h / 760 Torr

2: 91 percent / tetrahydrofuran / 65 h / Heating

3: 4-DMAP, EDCI / CH₂Cl₂ / 4 h / Ambient temperature

4: TsOH / methanol / 0.5 h / Ambient temperature

With dmap; hydrogen; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1021/ja00028a035