Benzyl 3-acetylsulfanylazetidine-1-carboxylate

Base Information

• Chemical Name: Benzyl 3-acetylsulfanylazetidine-1-carboxylate
• CAS No.: 128117-23-7
• Molecular Formula: C₁₃H₁₅NO₃S
• Molecular Weight: 265.333
• DSSTox Substance ID: DTXSID301228624
• Mol file: 128117-23-7.mol

Synonyms:128117-23-7;Benzyl 3-acetylsulfanylazetidine-1-carboxylate;3-Acetylsulfanyl-azetidine-1-carboxylic acid benzyl ester;3-Acetylmercapto-1-benzyloxycarbonylazetidine;MFCD31725289;3-(acetylthio)-1-(benzyloxycarbonyl)azetidine128117;Benzyl 3-(acetylsulfanyl)azetidine-1-carboxylate;1-Cbz-3-(acetylthio)azetidine;SCHEMBL7295446;WYUFIWGROCLMOQ-UHFFFAOYSA-N;DTXSID301228624;AS-77858;SY323060;P20820;Phenylmethyl 3-(acetylthio)-1-azetidinecarboxylate;A1-12902

Chemical Property of Benzyl 3-acetylsulfanylazetidine-1-carboxylate

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 265.07726451
• Heavy Atom Count: 18
• Complexity: 309

Purity/Quality:

97% ^*data from raw suppliers

3-Acetylsulfanyl-azetidine-1-carboxylic acid benzyl ester 95.00 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)SC1CN(C1)C(=O)OCC2=CC=CC=C2

Technology Process of Benzyl 3-acetylsulfanylazetidine-1-carboxylate

There total 5 articles about Benzyl 3-acetylsulfanylazetidine-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: 68.0%

benzyl 3-[(methylsulfonyl)oxy]azetidine-1-carboxylate (1315368-95-6) + tiolacetic acid (507-09-5) → 3-(acetylthio)-1-(benzyloxycarbonyl)azetidine (128117-23-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 10 - 80 ℃; for 10h;

Reference yield: 31.2%

1-Benzyloxycarbonyl-3-hydroxyazetidine (128117-22-6) + tiolacetic acid (507-09-5) → 3-(acetylthio)-1-(benzyloxycarbonyl)azetidine (128117-23-7)

Guidance literature:

tiolacetic acid; With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at -78 ℃; for 0.166667h;

1-Benzyloxycarbonyl-3-hydroxyazetidine; In tetrahydrofuran; at -78 - 25 ℃; for 15h;

Reference yield:

tiolacetic acid (507-09-5) + diethylazodicarboxylate (1972-28-7,218603-74-8) → 3-(acetylthio)-1-(benzyloxycarbonyl)azetidine (128117-23-7)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; hexane;

upstream raw materials:

1-Benzyloxycarbonyl-3-hydroxyazetidine

tiolacetic acid

diethylazodicarboxylate

benzyl 3-[(methylsulfonyl)oxy]azetidine-1-carboxylate

Downstream raw materials:

methyl 2-benzyl-3-<<1-(benzyloxycarbonyl)azetidin-3-yl>thio>propionate

methyl 2-Benzyl-3-(1-benzyloxycarbonyl-azetidin-3-ylsulfonyl)propionate

benzyl 3-(chlorosulfonyl)azetidine- 1-carboxylate

benzyl 3-sulfamoylazetidine-1-carboxylate