2,2-Dimethyl-propionic acid (E)-(2R,3R)-5-iodo-2-(4-methoxy-benzyloxy)-3-methyl-pent-4-enyl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid (E)-(2R,3R)-5-iodo-2-(4-methoxy-benzyloxy)-3-methyl-pent-4-enyl ester
• CAS No.: 216494-35-8
• Molecular Formula: C₁₉H₂₇IO₄
• Molecular Weight: 446.325
• Mol file: 216494-35-8.mol

Synonyms:2,2-Dimethyl-propionic acid (E)-(2R,3R)-5-iodo-2-(4-methoxy-benzyloxy)-3-methyl-pent-4-enyl ester

Chemical Property of 2,2-Dimethyl-propionic acid (E)-(2R,3R)-5-iodo-2-(4-methoxy-benzyloxy)-3-methyl-pent-4-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-Dimethyl-propionic acid (E)-(2R,3R)-5-iodo-2-(4-methoxy-benzyloxy)-3-methyl-pent-4-enyl ester

There total 1 articles about 2,2-Dimethyl-propionic acid (E)-(2R,3R)-5-iodo-2-(4-methoxy-benzyloxy)-3-methyl-pent-4-enyl 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:

2,2-Dimethyl-propionic acid (2R,3R)-4-hydroxy-2-(4-methoxy-benzyloxy)-3-methyl-butyl ester + 2,2-Dimethyl-propionic acid (2R,3S)-2-(4-methoxy-benzyloxy)-3-methyl-4-oxo-butyl ester → 2,2-Dimethyl-propionic acid (E)-(2R,3R)-5-iodo-2-(4-methoxy-benzyloxy)-3-methyl-pent-4-enyl ester (216494-35-8)

Guidance literature:

With chromium dichloride; In tetrahydrofuran; Yield given;

DOI:10.1021/ja982572d

Reference yield:

2,2-Dimethyl-propionic acid (E)-(2R,3R)-5-iodo-2-(4-methoxy-benzyloxy)-3-methyl-pent-4-enyl ester (216494-35-8) → (E)-(2R,3R)-2-(4-Methoxy-benzyloxy)-3-methyl-oct-4-enal (216494-36-9)

Guidance literature:

Multi-step reaction with 3 steps

1: (PPh₃)4Pd / Ambient temperature

2: MeLi / diethyl ether

3: 1.) (COCl)2, DMSO, 2.) Et₃N

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; methyllithium; dimethyl sulfoxide; triethylamine; In diethyl ether;

DOI:10.1021/ja982572d

Reference yield:

2,2-Dimethyl-propionic acid (E)-(2R,3R)-5-iodo-2-(4-methoxy-benzyloxy)-3-methyl-pent-4-enyl ester (216494-35-8) → Acetic acid (2E,6E)-(1R,4R,5S,11R)-13-hydroxy-1-[(E)-(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-hept-3-enyl]-4,11-dimethyl-10-methylene-5-(2-trimethylsilanyl-ethoxymethoxy)-trideca-2,6-dienyl ester (216494-48-3)

Guidance literature:

Multi-step reaction with 6 steps

1: (PPh₃)4Pd / Ambient temperature

2: MeLi / diethyl ether

3: 1.) (COCl)2, DMSO, 2.) Et₃N

4: 1.) t-BuLi, 2.) Me₂Zn

5: 94 percent / pyridine, DMAP

6: 97 percent / aq. 80percent AcOH

With pyridine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; methyllithium; dimethyl zinc(II); tert.-butyl lithium; acetic acid; dimethyl sulfoxide; triethylamine; In diethyl ether;

DOI:10.1021/ja982572d

Downstream raw materials:

(E)-(2R,3R)-2-(4-Methoxy-benzyloxy)-3-methyl-oct-4-en-1-ol

(E)-(2R,3R)-2-(4-Methoxy-benzyloxy)-3-methyl-oct-4-enal

Acetic acid (2E,6E)-(1R,4R,5S,11R)-13-hydroxy-1-[(E)-(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-hept-3-enyl]-4,11-dimethyl-10-methylene-5-(2-trimethylsilanyl-ethoxymethoxy)-trideca-2,6-dienyl ester

Acetic acid (2E,6E)-(1R,4R,5S,11R)-1-[(E)-(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-hept-3-enyl]-4,11-dimethyl-10-methylene-13-oxo-5-(2-trimethylsilanyl-ethoxymethoxy)-trideca-2,6-dienyl ester