3R/S-benzyloxy-2R-methylpentanoic acid

Base Information

• Chemical Name: 3R/S-benzyloxy-2R-methylpentanoic acid
• CAS No.: 108661-15-0
• Molecular Formula: C₁₃H₁₈O₃
• Molecular Weight: 222.284
• Mol file: 108661-15-0.mol

Synonyms:

Chemical Property of 3R/S-benzyloxy-2R-methylpentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3R/S-benzyloxy-2R-methylpentanoic acid

There total 13 articles about 3R/S-benzyloxy-2R-methylpentanoic 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: 75.0%

3R/S-benzyloxy-2S-methyl-1-pentanol (111160-25-9,111160-26-0,138877-05-1,138877-07-3) → 3R/S-benzyloxy-2R-methylpentanoic acid (108661-15-0,138832-85-6,138832-91-4)

Guidance literature:

With dipyridinium dichromate; In N,N-dimethyl-formamide; at 25 ℃; for 10h;

DOI:10.1007/BF00961038

Reference yield:

(S)-3-Benzyloxy-2-methyl-pentanal (84736-40-3,84736-41-4,108692-67-7,146565-40-4,146565-41-5) → 3R,S-benzyloxy-2S-methylpentanoic acid (108661-15-0,138832-85-6,138832-91-4)

Guidance literature:

With dipyridinium dichromate; In N,N-dimethyl-formamide; at 25 ℃; for 12h; Yield given;

DOI:10.1007/BF00961038

Reference yield:

(4S,5S)-(4-Hydroxymethyl)-5-methyl-2-phenyl-1,3-dioxan (88481-60-1) → (2R,3R)-3-Benzyloxy-2-methyl-pentanoic acid (108661-15-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / pyridine

2: 89 percent / diethyl ether / -30 to -20 degC

3: 1.) DIBAL-H 2.) Jones oxid. / 1.) CH₂Cl₂, -10 deg C

With pyridine; Jones oxid; diisobutylaluminium hydride; In diethyl ether;

DOI:10.1016/S0040-4039(00)97880-8

upstream raw materials:

(4R,5S)-4-Ethyl-5-methyl-2-phenyl-[1,3]dioxane

(4S,5S)-(4-Hydroxymethyl)-5-methyl-2-phenyl-1,3-dioxan

Toluene-4-sulfonic acid (4S,5S)-5-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl ester

(S)-3-Benzyloxy-2-methyl-pentanal

Downstream raw materials:

3R/S-benzyloxy-2R-methylpentanoic acid 3-pentyl ester

3R/S-benzyloxy-2S-methylpentanoic acid 3-pentyl ester

2-((1R,2R)-2-Benzyloxy-1-methyl-butyl)-6-((S)-2-hydroxy-1-methyl-ethyl)-3,5-dimethyl-pyran-4-one

2-((1R,2R)-2-Benzyloxy-1-methyl-butyl)-6-((R)-2-hydroxy-1-methyl-ethyl)-3,5-dimethyl-pyran-4-one