1-<3-prop-2-ynyl>-4-(triphenylmethylthio)azetidin-2-one

Base Information

• Chemical Name: 1-<3-prop-2-ynyl>-4-(triphenylmethylthio)azetidin-2-one
• CAS No.: 77976-52-4
• Molecular Formula: C₄₀H₃₃NO₄S
• Molecular Weight: 623.772
• Mol file: 77976-52-4.mol

Synonyms:

Chemical Property of 1-<3-prop-2-ynyl>-4-(triphenylmethylthio)azetidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<3-prop-2-ynyl>-4-(triphenylmethylthio)azetidin-2-one

There total 2 articles about 1-<3-prop-2-ynyl>-4-(triphenylmethylthio)azetidin-2-one 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: 56.0%

1-bromo-3-prop-2-yne (62231-48-5) + 4-(triphenylmethylthio)azetidin-2-one (75938-83-9) → 1-<3-prop-2-ynyl>-4-(triphenylmethylthio)azetidin-2-one (77976-52-4)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1039/P19810000892

Reference yield:

triphenylmethanethiol (3695-77-0) → 1-<3-prop-2-ynyl>-4-(triphenylmethylthio)azetidin-2-one (77976-52-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / 1M potassium t-butoxide / methanol; CH₂Cl₂; 2-methyl-propan-2-ol / 4 h / Ambient temperature

2: 56 percent / 1M potassium t-butoxide / dimethylformamide; 2-methyl-propan-2-ol

With potassium tert-butylate; In methanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1039/P19810000892

Reference yield:

1-<3-prop-2-ynyl>-4-(triphenylmethylthio)azetidin-2-one (77976-52-4) → 2-penam sulphone (77976-77-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) methoxycarbonylmercury(II) acetate, 2.) hydrogen sulphide / 1.) methanol, dichloromethane, 3 h, room temperature, 2.) room temperature, 10 min

2: silica gel / tetrahydrofuran / 2 h

3: 2.4 equiv. m-chloroperbenzoic acid / CH₂Cl₂

With methoxycarbonyl-mercury (II) acetate; hydrogen sulfide; silica gel; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1039/P19810000892

upstream raw materials:

1-bromo-3-prop-2-yne

4-(triphenylmethylthio)azetidin-2-one

triphenylmethanethiol

Downstream raw materials:

2-penam sulphone

E-2-penam

Z-2-penam

4-[(R)-4,7-Dioxo-4λ⁴-thia-1-aza-bicyclo[3.2.0]hept-(3Z)-ylidenemethyl]-benzoic acid 4-methoxy-benzyl ester