3'-(benzyloxy)-6'-<<β-(trimethylsilyl)ethoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 3-O-benzyl-5,6-cyclopentylidene-D-galactofuranoside

Base Information

Chemical Name:3'-(benzyloxy)-6'-<<β-(trimethylsilyl)ethoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 3-O-benzyl-5,6-cyclopentylidene-D-galactofuranoside
CAS No.:137571-81-4
Molecular Formula:C₄₄H₅₆O₉Si
Molecular Weight:757.009
Hs Code.:

Synonyms:3'-(benzyloxy)-6'-<<β-(trimethylsilyl)ethoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 3-O-benzyl-5,6-cyclopentylidene-D-galactofuranoside

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Chemical Property of 3'-(benzyloxy)-6'-<<β-(trimethylsilyl)ethoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 3-O-benzyl-5,6-cyclopentylidene-D-galactofuranoside

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Technology Process of 3'-(benzyloxy)-6'-<<β-(trimethylsilyl)ethoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 3-O-benzyl-5,6-cyclopentylidene-D-galactofuranoside

There total 14 articles about 3'-(benzyloxy)-6'-<<β-(trimethylsilyl)ethoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 3-O-benzyl-5,6-cyclopentylidene-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:

: 628-71-7
1-Heptyne

: 137571-81-4
3'-(benzyloxy)-6'-<<β-(trimethylsilyl)ethoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 3-O-benzyl-5,6-cyclopentylidene-D-galactofuranoside

Guidance literature:: Multi-step reaction with 4 steps

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

2: 48percent aq. KOH / dimethylsulfoxide / 0.5 h / 60 °C

3: 254 mg / 4-DMAP, EDCI / CH₂Cl₂ / 5 h / Ambient temperature

4: K₂CO₃, 18-crown-6 / acetone / 8 h / Heating

With dmap; potassium hydroxide; bis(triphenylphosphine)palladium(II)-chloride; 18-crown-6 ether; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja00028a035

Reference yield:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 137571-81-4
3'-(benzyloxy)-6'-<<β-(trimethylsilyl)ethoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 3-O-benzyl-5,6-cyclopentylidene-D-galactofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 254 mg / 4-DMAP, EDCI / CH₂Cl₂ / 5 h / Ambient temperature

2: K₂CO₃, 18-crown-6 / acetone / 8 h / Heating

With dmap; 18-crown-6 ether; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; acetone;
DOI:10.1021/ja00028a035

Reference yield:

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

: 137571-81-4
3'-(benzyloxy)-6'-<<β-(trimethylsilyl)ethoxy>carbonyl>-5'-(1-heptyn-1-yl)phenyl 3-O-benzyl-5,6-cyclopentylidene-D-galactofuranoside

Guidance literature:: Multi-step reaction with 7 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: 48percent aq. KOH / dimethylsulfoxide / 0.5 h / 60 °C

6: 254 mg / 4-DMAP, EDCI / CH₂Cl₂ / 5 h / Ambient temperature

7: K₂CO₃, 18-crown-6 / acetone / 8 h / Heating

With pyridine; dmap; potassium hydroxide; bis(triphenylphosphine)palladium(II)-chloride; 18-crown-6 ether; di-isopropyl azodicarboxylate; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; trifluoroacetic acid;
DOI:10.1021/ja00028a035