tert-Butyl 3-tert-butylsulfinyliminoazetidine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 3-tert-butylsulfinyliminoazetidine-1-carboxylate
• CAS No.: 1291487-32-5
• Molecular Formula: C12H22N2O3S
• Molecular Weight: 274.384
• Hs Code.: 2933990090
• Mol file: 1291487-32-5.mol

Synonyms:tert-Butyl 3-((tert-butylsulfinyl)imino)azetidine-1-carboxylate;

Chemical Property of tert-Butyl 3-tert-butylsulfinyliminoazetidine-1-carboxylate

Chemical Property:

• PSA: 78.18000
• LogP: 2.94390
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

tert-Butyl 3-tert-butylsulfinyliminoazetidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-Butyl 3-tert-butylsulfinyliminoazetidine-1-carboxylate

There total 2 articles about tert-Butyl 3-tert-butylsulfinyliminoazetidine-1-carboxylate 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: 82.0%

tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4) + S-tert-butylsulfinimide (146374-27-8) → tert-butyl 3-(tert-butylsulfinylimino)azetidine-1-carboxylate (1291487-32-5)

Guidance literature:

With titanium(IV) isopropylate; In dichloromethane; at 20 ℃; Inert atmosphere; Reflux;

DOI:10.1021/ol201438k

Reference yield:

tert-butyl 3-hydroxyazetidine-1-carboxylate (141699-55-0) → tert-butyl 3-(tert-butylsulfinylimino)azetidine-1-carboxylate (1291487-32-5)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride; triethylamine / dichloromethane; dimethyl sulfoxide / -78 - 20 °C

2: titanium(IV) tetraethanolate / tetrahydrofuran / 70 °C / Sealed tube

With titanium(IV) tetraethanolate; oxalyl dichloride; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

Reference yield: 98.0%

tert-butyl 3-(tert-butylsulfinylimino)azetidine-1-carboxylate (1291487-32-5) + 4,4′,4″-(boroboroxane-2,4,6)tribenzoic acid methyl ester → C20H30N2O5S (1313872-61-5)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; o-phenylenebis(diphenylphosphine); sodium ethanolate; In 1,4-dioxane; ethanol; at 20 ℃; Inert atmosphere; Molecular sieve;

DOI:10.1021/ol201438k

upstream raw materials:

tert-butyl 3-oxoazetidine-1-carboxylate

S-tert-butylsulfinimide

tert-butyl 3-hydroxyazetidine-1-carboxylate

Downstream raw materials:

tert-butyl 3-(1,1-dimethylethylsulfinamido)-3-(4-((trimethylsilyl)ethynyl)phenyl)azetidine-1-carboxylate

tert-butyl 3-(1,1-dimethylethylsulfinamido)-3-(4-ethynylphenyl)azetidine-1-carboxylate

tert-butyl 3-(tert-butylsulfinylamino)-3-phenylazetidine-1-carboxylate

C₂₀H₃₀N₂O₅S

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