(R)-3-(tert-butoxycarbonylamino)-4-(3-methoxyphenyl)butyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: (R)-3-(tert-butoxycarbonylamino)-4-(3-methoxyphenyl)butyl 4-methylbenzenesulfonate
• CAS No.: 1619261-25-4
• Molecular Formula: C₂₃H₃₁NO₆S
• Molecular Weight: 449.568
• Mol file: 1619261-25-4.mol

Synonyms:(R)-3-(tert-butoxycarbonylamino)-4-(3-methoxyphenyl)butyl 4-methylbenzenesulfonate

Chemical Property of (R)-3-(tert-butoxycarbonylamino)-4-(3-methoxyphenyl)butyl 4-methylbenzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-(tert-butoxycarbonylamino)-4-(3-methoxyphenyl)butyl 4-methylbenzenesulfonate

There total 3 articles about (R)-3-(tert-butoxycarbonylamino)-4-(3-methoxyphenyl)butyl 4-methylbenzenesulfonate 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: 80.0%

3-methoxyphenyl bromide (2398-37-0) + (S)-tert-butyl-(2-(2-tosyloxy)ethyl)aziridine-1-carboxylate (1619261-23-2) → (R)-3-(tert-butoxycarbonylamino)-4-(3-methoxyphenyl)butyl 4-methylbenzenesulfonate (1619261-25-4)

Guidance literature:

3-methoxyphenyl bromide; With magnesium; In tetrahydrofuran; for 0.666667h; Inert atmosphere;

(S)-tert-butyl-(2-(2-tosyloxy)ethyl)aziridine-1-carboxylate; With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; at -40 - -10 ℃; for 2.08333h; Inert atmosphere;

DOI:10.1016/j.tet.2014.06.008

Reference yield:

(S)-2-(tert-butoxycarbonylamino)-1,4-butanediol (128427-10-1,156627-42-8) → (R)-3-(tert-butoxycarbonylamino)-4-(3-methoxyphenyl)butyl 4-methylbenzenesulfonate (1619261-25-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide / diethyl ether / 24 h / Reflux; Inert atmosphere

2.1: magnesium / tetrahydrofuran / 0.67 h / Inert atmosphere

2.2: 2.08 h / -40 - -10 °C / Inert atmosphere

With magnesium; potassium hydroxide; In tetrahydrofuran; diethyl ether;

DOI:10.1016/j.tet.2014.06.008

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → (R)-3-(tert-butoxycarbonylamino)-4-(3-methoxyphenyl)butyl 4-methylbenzenesulfonate (1619261-25-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide / diethyl ether / 24 h / Reflux; Inert atmosphere

2.1: magnesium / tetrahydrofuran / 0.67 h / Inert atmosphere

2.2: 2.08 h / -40 - -10 °C / Inert atmosphere

With magnesium; potassium hydroxide; In tetrahydrofuran; diethyl ether;

DOI:10.1016/j.tet.2014.06.008

upstream raw materials:

p-toluenesulfonyl chloride

3-methoxyphenyl bromide

(S)-tert-butyl-(2-(2-tosyloxy)ethyl)aziridine-1-carboxylate

(S)-2-(tert-butoxycarbonylamino)-1,4-butanediol

Downstream raw materials:

(R)-3-(tert-butoxycarbonyl)-2,2,2-trifluoro-acetamido-4-(3-methoxyphenyl)butyl 4-methylbenzenesulfonate

(R)-N-(4-chloro-1-(3-methoxyphenyl)butan-2-yl)-2,2,2-trifluoroacetamide

(R)-4-(3-methoxybenzyl)-1,3-oxazinan-2-one

(R)-tert-butyl 4-hydroxy-1-(3-methoxy-phenyl)butan-2-ylcarbamate