(R)-5-(4-Methoxy-benzyloxy)-3-methyl-pentanoic acid methyl ester

Base Information

• Chemical Name: (R)-5-(4-Methoxy-benzyloxy)-3-methyl-pentanoic acid methyl ester
• CAS No.: 213385-42-3
• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.337
• Mol file: 213385-42-3.mol

Synonyms:(R)-5-(4-Methoxy-benzyloxy)-3-methyl-pentanoic acid methyl ester

Chemical Property of (R)-5-(4-Methoxy-benzyloxy)-3-methyl-pentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-5-(4-Methoxy-benzyloxy)-3-methyl-pentanoic acid methyl ester

There total 2 articles about (R)-5-(4-Methoxy-benzyloxy)-3-methyl-pentanoic acid methyl 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:

O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) + methyl 3-(R)-methyl-5-hydroxypentanoate (32365-96-1,68702-74-9,86462-82-0) → (R)-5-(4-Methoxy-benzyloxy)-3-methyl-pentanoic acid methyl ester (213385-42-3)

Guidance literature:

With trifluorormethanesulfonic acid; In diethyl ether; at 20 ℃; for 14h; Yield given;

DOI:10.1016/S0040-4039(98)01191-5

Reference yield:

(R)-3-methylpentanedioic acid monomethyl ester (63473-60-9) → (R)-5-(4-Methoxy-benzyloxy)-3-methyl-pentanoic acid methyl ester (213385-42-3)

Guidance literature:

Multi-step reaction with 2 steps

1: BH₃*Me₂S / tetrahydrofuran / 1.5 h / 0 - 20 °C

2: TfOH / diethyl ether / 14 h / 20 °C

With trifluorormethanesulfonic acid; dimethylsulfide borane complex; In tetrahydrofuran; diethyl ether;

DOI:10.1016/S0040-4039(98)01191-5

Reference yield: 93.0%

(R)-5-(4-Methoxy-benzyloxy)-3-methyl-pentanoic acid methyl ester (213385-42-3) + dimethyl methane phosphonate (756-79-6) → [(R)-6-(4-Methoxy-benzyloxy)-4-methyl-2-oxo-hexyl]-phosphonic acid dimethyl ester (213385-41-2)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1.5h;

DOI:10.1016/S0040-4039(98)01191-5

upstream raw materials:

O-(4-methoxybenzyl)-trichloroacetimidate

methyl 3-(R)-methyl-5-hydroxypentanoate

(R)-3-methylpentanedioic acid monomethyl ester

Downstream raw materials:

[(R)-6-(4-Methoxy-benzyloxy)-4-methyl-2-oxo-hexyl]-phosphonic acid dimethyl ester

(E)-(4R,6R)-1-[(4S,5R,6S)-2,2-Di-tert-butyl-5-methyl-6-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-[1,3,2]dioxasilinan-4-yl]-8-(4-methoxy-benzyloxy)-6-methyl-oct-2-en-4-ol

(4S,5R,6S)-2,2-Di-tert-butyl-4-[(E)-(4R,6R)-4-methoxy-8-(4-methoxy-benzyloxy)-6-methyl-oct-2-enyl]-5-methyl-6-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-[1,3,2]dioxasilinane

(E)-(R)-1-[(4S,5R,6S)-2,2-Di-tert-butyl-5-methyl-6-((S)-1-methyl-2-triisopropylsilanyloxy-ethyl)-[1,3,2]dioxasilinan-4-yl]-8-(4-methoxy-benzyloxy)-6-methyl-oct-2-en-4-one