(3R,1'S)-3-tert-butyl-2-(α-methylbenzyl)-1,2-thiazetidine 1,1-dioxide

Base Information

• Chemical Name: (3R,1'S)-3-tert-butyl-2-(α-methylbenzyl)-1,2-thiazetidine 1,1-dioxide
• CAS No.: 218460-45-8
• Molecular Formula: C₁₄H₂₁NO₂S
• Molecular Weight: 267.392
• Mol file: 218460-45-8.mol

Synonyms:(3R,1'S)-3-tert-butyl-2-(α-methylbenzyl)-1,2-thiazetidine 1,1-dioxide

Chemical Property of (3R,1'S)-3-tert-butyl-2-(α-methylbenzyl)-1,2-thiazetidine 1,1-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,1'S)-3-tert-butyl-2-(α-methylbenzyl)-1,2-thiazetidine 1,1-dioxide

There total 1 articles about (3R,1'S)-3-tert-butyl-2-(α-methylbenzyl)-1,2-thiazetidine 1,1-dioxide 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:

methanesulfonyl chloride (124-63-0) + [2,2-Dimethyl-prop-(E)-ylidene]-((S)-1-phenyl-ethyl)-amine (207398-91-2) → (3R,1'S)-3-tert-butyl-2-(α-methylbenzyl)-1,2-thiazetidine 1,1-dioxide (218460-45-8) + (3S,1'S)-3-tert-butyl-2-(α-methylbenzyl)-1,2-thiazetidine 1,1-dioxide (218460-44-7)

Guidance literature:

In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jo981230n

Reference yield: 80.0%

diphenyldisulfane (882-33-7) + (3R,1'S)-3-tert-butyl-2-(α-methylbenzyl)-1,2-thiazetidine 1,1-dioxide (218460-45-8) → (3R,4S)-3-tert-Butyl-2-((S)-1-phenyl-ethyl)-4-phenylsulfanyl-[1,2]thiazetidine 1,1-dioxide (218460-59-4)

Guidance literature:

(3R,1'S)-3-tert-butyl-2-(α-methylbenzyl)-1,2-thiazetidine 1,1-dioxide; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

diphenyldisulfane; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

DOI:10.1021/jo981230n

Reference yield:

(3R,1'S)-3-tert-butyl-2-(α-methylbenzyl)-1,2-thiazetidine 1,1-dioxide (218460-45-8) → (2R,1'S)-S-phenyl 2-(α-methylbenzylamino)-3,3-dimethylbutanethioate

Guidance literature:

Multi-step reaction with 3 steps

1.1: LDA / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 80 percent / tetrahydrofuran; hexane / 1 h / -78 °C

2.1: 100 percent / mCPBA / CH₂Cl₂ / 0 °C

3.1: 84 percent / TFAA / CH₂Cl₂ / 20 h / 20 °C

With 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 1.1: Metallation / 1.2: sulfenylation / 2.1: Oxidation / 3.1: Pummerer reaction;

DOI:10.1021/jo981230n

upstream raw materials:

methanesulfonyl chloride

[2,2-Dimethyl-prop-(E)-ylidene]-((S)-1-phenyl-ethyl)-amine

Downstream raw materials:

(3R,4S)-3-tert-Butyl-2-((S)-1-phenyl-ethyl)-4-phenylsulfanyl-[1,2]thiazetidine 1,1-dioxide