(E)-(4S,5S,6R)-7-Benzyloxy-5-hydroxy-2,4,6-trimethyl-hept-2-enoic acid ethyl ester

Base Information

• Chemical Name: (E)-(4S,5S,6R)-7-Benzyloxy-5-hydroxy-2,4,6-trimethyl-hept-2-enoic acid ethyl ester
• CAS No.: 175673-34-4
• Molecular Formula: C₁₉H₂₈O₄
• Molecular Weight: 320.429

Synonyms:(E)-(4S,5S,6R)-7-Benzyloxy-5-hydroxy-2,4,6-trimethyl-hept-2-enoic acid ethyl ester

Chemical Property of (E)-(4S,5S,6R)-7-Benzyloxy-5-hydroxy-2,4,6-trimethyl-hept-2-enoic acid ethyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (E)-(4S,5S,6R)-7-Benzyloxy-5-hydroxy-2,4,6-trimethyl-hept-2-enoic acid ethyl ester

There total 3 articles about (E)-(4S,5S,6R)-7-Benzyloxy-5-hydroxy-2,4,6-trimethyl-hept-2-enoic acid ethyl ester 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: 88.0%

trimethylaluminum (75-24-1) + (E)-3-[(2R,3R)-3-((R)-2-Benzyloxy-1-methyl-ethyl)-oxiranyl]-2-methyl-acrylic acid ethyl ester → (E)-(4S,5S,6R)-7-Benzyloxy-5-hydroxy-2,4,6-trimethyl-hept-2-enoic acid ethyl ester (175673-34-4)

Guidance literature:

With water; In hexane; 1,2-dichloro-ethane; at -30 ℃;

DOI:10.1039/cc9960000021

Reference yield:

((2R,3R)-3-((R)-1-(Benzyloxy)propan-2-yl)oxiran-2-yl)methanol → (E)-(4S,5S,6R)-7-Benzyloxy-5-hydroxy-2,4,6-trimethyl-hept-2-enoic acid ethyl ester (175673-34-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 to 25 deg C

3: 88 percent / H₂O / hexane; 1,2-dichloro-ethane / -30 °C

With oxalyl dichloride; water; dimethyl sulfoxide; triethylamine; In hexane; 1,2-dichloro-ethane;

DOI:10.1039/cc9960000021

Reference yield:

(2S,3R)-3-((R)-2-Benzyloxy-1-methyl-ethyl)-oxirane-2-carbaldehyde → (E)-(4S,5S,6R)-7-Benzyloxy-5-hydroxy-2,4,6-trimethyl-hept-2-enoic acid ethyl ester (175673-34-4)

Guidance literature:

Multi-step reaction with 2 steps

2: 88 percent / H₂O / hexane; 1,2-dichloro-ethane / -30 °C

With water; In hexane; 1,2-dichloro-ethane;

DOI:10.1039/cc9960000021

upstream raw materials:

trimethylaluminum

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