(3S,4R)-4-(4-Methoxy-benzyloxymethoxy)-2-methyl-pent-1-en-3-ol

Base Information

• Chemical Name: (3S,4R)-4-(4-Methoxy-benzyloxymethoxy)-2-methyl-pent-1-en-3-ol
• CAS No.: 136683-79-9
• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.337
• Mol file: 136683-79-9.mol

Synonyms:(3S,4R)-4-(4-Methoxy-benzyloxymethoxy)-2-methyl-pent-1-en-3-ol

Chemical Property of (3S,4R)-4-(4-Methoxy-benzyloxymethoxy)-2-methyl-pent-1-en-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4R)-4-(4-Methoxy-benzyloxymethoxy)-2-methyl-pent-1-en-3-ol

There total 2 articles about (3S,4R)-4-(4-Methoxy-benzyloxymethoxy)-2-methyl-pent-1-en-3-ol 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: 52.0%

isopropenylmagnesium bromide (13291-18-4) + (R)-i-butyl lactate (p-methoxyphenyl)methoxymethyl ether (136683-78-8) → (3S,4R)-4-(4-Methoxy-benzyloxymethoxy)-2-methyl-pent-1-en-3-ol (136683-79-9)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; at -10 ℃;

DOI:10.1016/0040-4039(91)80599-2

Reference yield:

para-methoxybenzyl chloride (88023-78-3) → (3S,4R)-4-(4-Methoxy-benzyloxymethoxy)-2-methyl-pent-1-en-3-ol (136683-79-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / i-Pr₂NEt / CH₂Cl₂

2: 52 percent / LiBH₄ / tetrahydrofuran / -10 °C

With lithium borohydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/0040-4039(91)80599-2

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) + (3S,4R)-4-(4-Methoxy-benzyloxymethoxy)-2-methyl-pent-1-en-3-ol (136683-79-9) → {(S)-1-[(R)-1-(4-Methoxy-benzyloxymethoxy)-ethyl]-2-methyl-allyloxy}-acetic acid tert-butyl ester

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In benzene; at 10 ℃;

DOI:10.1016/0040-4039(91)80599-2

upstream raw materials:

isopropenylmagnesium bromide

(R)-i-butyl lactate (p-methoxyphenyl)methoxymethyl ether

para-methoxybenzyl chloride

Downstream raw materials:

[(1R,2R)-1-Acetyl-2-(4-methoxy-benzyloxymethoxy)-propoxy]-acetic acid tert-butyl ester

{(1R,2R)-2-Hydroxy-1-[(R)-1-(4-methoxy-benzyloxymethoxy)-ethyl]-2-methyl-pent-4-ynyloxy}-acetic acid tert-butyl ester

{(E)-(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1-[(R)-1-(4-methoxy-benzyloxymethoxy)-ethyl]-2-methyl-pent-4-enyloxy}-acetic acid tert-butyl ester