(7S)-7-{2-[3,5-bis(benzyloxy)phenyl]acetoxy}octanoic acid

Base Information

• Chemical Name: (7S)-7-{2-[3,5-bis(benzyloxy)phenyl]acetoxy}octanoic acid
• CAS No.: 181655-23-2
• Molecular Formula: C₃₀H₃₄O₆
• Molecular Weight: 490.596
• Mol file: 181655-23-2.mol

Synonyms:(7S)-7-{2-[3,5-bis(benzyloxy)phenyl]acetoxy}octanoic acid

Chemical Property of (7S)-7-{2-[3,5-bis(benzyloxy)phenyl]acetoxy}octanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (7S)-7-{2-[3,5-bis(benzyloxy)phenyl]acetoxy}octanoic acid

There total 6 articles about (7S)-7-{2-[3,5-bis(benzyloxy)phenyl]acetoxy}octanoic acid 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: 77.0%

tert-butyl (S)-7-{2-[3,5-bis(benzyloxy)phenyl]acetoxy}octoanoate → (7S)-7-{2-[3,5-bis(benzyloxy)phenyl]acetoxy}octanoic acid (181655-23-2)

Guidance literature:

tert-butyl (S)-7-{2-[3,5-bis(benzyloxy)phenyl]acetoxy}octoanoate; With 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate; at 0 - 20 ℃; Inert atmosphere;

With water;

DOI:10.1002/ejoc.201500287

Reference yield:

tert-butyl (7S,2E,4E)-7-hydroxyocta-2,4-dienoate → (7S)-7-{2-[3,5-bis(benzyloxy)phenyl]acetoxy}octanoic acid (181655-23-2)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogen; palladium on activated charcoal / dichloromethane / 20 °C / 760.05 Torr / Inert atmosphere

2: pyridine; 2-Bromoacetyl bromide / dichloromethane / 0 - 20 °C / Inert atmosphere

3: palladium diacetate; potassium phosphate; tris-(o-tolyl)phosphine / tetrahydrofuran; water / 24 h / Glovebox

4: 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate / 0 - 20 °C / Inert atmosphere

With pyridine; 2,6-dimethylpyridine; potassium phosphate; trimethylsilyl trifluoromethanesulfonate; palladium on activated charcoal; hydrogen; palladium diacetate; 2-Bromoacetyl bromide; tris-(o-tolyl)phosphine; In tetrahydrofuran; dichloromethane; water;

DOI:10.1002/ejoc.201500287

Reference yield:

tert-butyl (7S)-7-hydroxyoctanoate (120982-13-0) → (7S)-7-{2-[3,5-bis(benzyloxy)phenyl]acetoxy}octanoic acid (181655-23-2)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine; 2-Bromoacetyl bromide / dichloromethane / 0 - 20 °C / Inert atmosphere

2: palladium diacetate; potassium phosphate; tris-(o-tolyl)phosphine / tetrahydrofuran; water / 24 h / Glovebox

3: 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate / 0 - 20 °C / Inert atmosphere

With pyridine; 2,6-dimethylpyridine; potassium phosphate; trimethylsilyl trifluoromethanesulfonate; palladium diacetate; 2-Bromoacetyl bromide; tris-(o-tolyl)phosphine; In tetrahydrofuran; dichloromethane; water;

DOI:10.1002/ejoc.201500287

upstream raw materials:

tert-butyl (7S)-7-hydroxyoctanoate

(S)-4-penten-2-ol

(+)-(5S)-hydroxy-(2E)-hexenal

Downstream raw materials:

curvularin