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

Base Information

• Chemical Name: 3'-(benzyloxy)-6'-<<5''-(1-heptyl)-3''-hydroxyphenoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 2,3-di-O-benzyl-D-galactofuranoside
• CAS No.: 137571-84-7
• Molecular Formula: C₅₄H₆₂O₁₀
• Molecular Weight: 871.08
• Mol file: 137571-84-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 20 articles about 3'-(benzyloxy)-6'-<<5''-(1-heptyl)-3''-hydroxyphenoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 2,3-di-O-benzyl-D-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:

1-Heptyne (628-71-7) → 3'-(benzyloxy)-6'-<<5''-(1-heptyl)-3''-hydroxyphenoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 2,3-di-O-benzyl-D-galactofuranoside (137571-84-7)

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: 99 percent / 48percent aq. KOH / dimethylsulfoxide / 4.5 h / 115 °C

4: 4-DMAP, EDCI / CH₂Cl₂ / 6 h / Ambient temperature

5: TsOH / methanol / 0.5 h / Ambient temperature

With dmap; potassium hydroxide; bis(triphenylphosphine)palladium(II)-chloride; hydrogen; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium dihydroxide; In methanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/ja00028a035

Reference yield:

acide 2,4,6-trihydroxybenzoique (83-30-7) → 3'-(benzyloxy)-6'-<<5''-(1-heptyl)-3''-hydroxyphenoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 2,3-di-O-benzyl-D-galactofuranoside (137571-84-7)

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: 99 percent / 48percent aq. KOH / dimethylsulfoxide / 4.5 h / 115 °C

7: 4-DMAP, EDCI / CH₂Cl₂ / 6 h / Ambient temperature

8: TsOH / methanol / 0.5 h / Ambient temperature

With pyridine; dmap; potassium hydroxide; 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; dimethyl sulfoxide; N,N-dimethyl-formamide; trifluoroacetic acid;

DOI:10.1021/ja00028a035

Reference yield:

5,7-dihydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one (137571-73-4) → 3'-(benzyloxy)-6'-<<5''-(1-heptyl)-3''-hydroxyphenoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 2,3-di-O-benzyl-D-galactofuranoside (137571-84-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 92 percent / triphenylphosphine, DIAD / tetrahydrofuran / 2 h / 0 - 20 °C

2: 85 percent / pyridine / 12 h / 0 °C

3: 87 percent / bis(triphenylphosphine)palladium(II) chloride, Et₃N / dimethylformamide / 12 h / 90 °C

4: 100 percent / H₂ / Pd(OH)2 / ethanol / 12 h / 760 Torr

5: 99 percent / 48percent aq. KOH / dimethylsulfoxide / 4.5 h / 115 °C

6: 4-DMAP, EDCI / CH₂Cl₂ / 6 h / Ambient temperature

7: TsOH / methanol / 0.5 h / Ambient temperature

With pyridine; dmap; potassium hydroxide; bis(triphenylphosphine)palladium(II)-chloride; di-isopropyl azodicarboxylate; hydrogen; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/ja00028a035

upstream raw materials:

1-Heptyne

spherophorol

acide 2,4,6-trihydroxybenzoique

benzyl bromide

Downstream raw materials:

KS-501

Refernces