tert-butyl (2R,3S)-3-(4-methoxyphenyl)glycidate

Base Information

• Chemical Name: tert-butyl (2R,3S)-3-(4-methoxyphenyl)glycidate
• CAS No.: 201804-22-0
• Molecular Formula: C₁₄H₁₈O₄
• Molecular Weight: 250.295
• Mol file: 201804-22-0.mol

Synonyms:tert-butyl (2R,3S)-3-(4-methoxyphenyl)glycidate

Chemical Property of tert-butyl (2R,3S)-3-(4-methoxyphenyl)glycidate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (2R,3S)-3-(4-methoxyphenyl)glycidate

There total 6 articles about tert-butyl (2R,3S)-3-(4-methoxyphenyl)glycidate 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: 84.0%

1-((2R,3S)-4-methoxyphenyloxiranyl)-2,2-dimethylpropan-1-one (201804-19-5) → tert-butyl (2R,3S)-3-(4-methoxyphenyl)glycidate (201804-22-0)

Guidance literature:

With potassium fluoride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 24h;

Reference yield:

tert-butyl (E)-3-(4-methoxyphenyl)prop-2-enoate (53484-52-9) → tert-butyl (2R,3S)-3-(4-methoxyphenyl)glycidate (201804-22-0) + tert-butyl (2S,3R)-3-(4-methoxyphenyl)glycidate

Guidance literature:

With Oxone; (R)dinaphtho[2,1-g:1,2-i][1,5]dioxacycloundecin-3,6,9-trione; sodium hydrogencarbonate; In 1,2-dimethoxyethane; water; at 10 - 27 ℃; for 26h; Title compound not separated from byproducts;

DOI:10.1021/jo049893u

Reference yield:

(E)-3-(4-methoxyphenyl)acrylic acid (943-89-5) → tert-butyl (2R,3S)-3-(4-methoxyphenyl)glycidate (201804-22-0)

Guidance literature:

Multi-step reaction with 3 steps

1: (COCl)2; dimethylformamide / CH₂Cl₂ / 1 h / 20 °C

2: 94 percent / pyridine / CH₂Cl₂ / 20 °C

3: Oxone; NaHCO₃; (R)dinaphtho[2,1-g:1,2-i][1,5]dioxacycloundecin-3,6,9-trione / H₂O; 1,2-dimethoxy-ethane / 26 h / 10 - 27 °C

With pyridine; Oxone; oxalyl dichloride; (R)dinaphtho[2,1-g:1,2-i][1,5]dioxacycloundecin-3,6,9-trione; sodium hydrogencarbonate; N,N-dimethyl-formamide; In 1,2-dimethoxyethane; dichloromethane; water;

DOI:10.1021/jo049893u

upstream raw materials:

1-((2R,3S)-4-methoxyphenyloxiranyl)-2,2-dimethylpropan-1-one

tert-butyl (E)-3-(4-methoxyphenyl)prop-2-enoate

(E)-3-(4-methoxyphenyl)acrylic acid

(E)-3-(4-methoxyphenyl)propenoyl chloride

Downstream raw materials:

diltiazem hydrochloride

(2S,3S)-5-(2-dimethylaminoethyl)-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one hydrochloride

(2S,3S)-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one

(2S,3S)-3-(2-Amino-phenylsulfanyl)-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid tert-butyl ester