(2S,3R)-3,4-epoxy-2-methyl-1-butanol benzyl ether

Base Information

• Chemical Name: (2S,3R)-3,4-epoxy-2-methyl-1-butanol benzyl ether
• CAS No.: 81380-12-3
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.258
• Mol file: 81380-12-3.mol

Synonyms:(2S,3R)-3,4-epoxy-2-methyl-1-butanol benzyl ether

Chemical Property of (2S,3R)-3,4-epoxy-2-methyl-1-butanol benzyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-3,4-epoxy-2-methyl-1-butanol benzyl ether

There total 19 articles about (2S,3R)-3,4-epoxy-2-methyl-1-butanol benzyl ether 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: 89.0%

Toluene-4-sulfonic acid (1S,2R)-3-benzyloxy-1-hydroxymethyl-2-methyl-propyl ester (81380-11-2) → (R)-2-((R)-2-Benzyloxy-1-methyl-ethyl)-oxirane (78433-56-4,81380-10-1,81380-12-3)

Guidance literature:

With potassium hydroxide; In methanol; for 1h; Ambient temperature;

DOI:10.1139/v82-016

Reference yield: 73.0%

(2R,3S)-threo-3-methylbutane-1,2,3-triol 4-benzyl ether 1-tosylate (86535-06-0) → (2S,3R)-3,4-epoxy-2-methyl-1-butanol benzyl ether (81380-12-3)

Guidance literature:

With potassium hydroxide; In methanol; at 0 - 17 ℃; for 0.583333h;

DOI:10.1016/0040-4020(82)80081-1

Reference yield:

(-)-(2S,3R)-2,3-epoxy-4-(benzyloxy)-1-butanol (78513-07-2) → (2S,3R)-3,4-epoxy-2-methyl-1-butanol benzyl ether (81380-12-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pentane; CH₂Cl₂ / 24 h / 0 - 22 °C

2: 1.)p-toluenesulfonyl chloride, pyridine; 2.)MeOH, NaOMe / 1.) -20 deg C, 24h; 2.) R_.T_., 2h

With pyridine; methanol; sodium methylate; p-toluenesulfonyl chloride; In dichloromethane; pentane;

DOI:10.1016/S0040-4039(00)88911-X

upstream raw materials:

(2R,3S)-threo-3-methylbutane-1,2,4-triol 4-benzyl ether

(2R,3S)-threo-3-methylbutane-1,2,3-triol 4-benzyl ether 1-tosylate

(2R,3R)-(-)-threo-3-methylaspartic acid

D,L-threo-β-methylaspartic acid

Downstream raw materials:

(-)-serricornin

(4R,6S,7S)-7-acetoxy-4,6-dimethyl-3-nonanone

serricornin acetate <(4S,6R,7R)-4,6-dimethyl-7-acetoxy-3-nonanone>

(2S,3S)-2-methylpentane-1,3-diol