BENZYL (S)-(2-OXOAZEPAN-3-YL)CARBAMATE

Base Information

• Chemical Name: BENZYL (S)-(2-OXOAZEPAN-3-YL)CARBAMATE
• CAS No.: 103478-12-2
• Molecular Formula: C14H18 N2 O3
• Molecular Weight: 262.309
• Hs Code.: 2933790090
• Mol file: 103478-12-2.mol

Synonyms:Carbamic acid,(hexahydro-2-oxo-1H-azepin-3-yl)-, phenylmethyl ester, (S)-; Carbamic acid,[(3S)-hexahydro-2-oxo-1H-azepin-3-yl]-, phenylmethyl ester (9CI);(S)-3-Benzyloxycarbonylamino-2-caprolactam; L-a-[(Benzyloxycarbonyl)amino]-e-caprolactam

Chemical Property of BENZYL (S)-(2-OXOAZEPAN-3-YL)CARBAMATE

Chemical Property:

• Melting Point: 116 °C(Solv: cyclohexane (110-82-7))
• Boiling Point: 510.1±49.0 °C(Predicted)
• PKA: 10.84±0.20(Predicted)
• PSA: 67.43000
• Density: 1.19±0.1 g/cm3(Predicted)
• LogP: 2.30120
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

Benzyl (S)-(2-oxoazepan-3-yl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BENZYL (S)-(2-OXOAZEPAN-3-YL)CARBAMATE

There total 7 articles about BENZYL (S)-(2-OXOAZEPAN-3-YL)CARBAMATE 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%

C27H32BN4O3PS → (3S)-3-benzyloxycarbonylamino-2-perhydroazepinone (103478-12-2)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In tetrahydrofuran; water; at 70 ℃;

DOI:10.1002/anie.200351930

Reference yield: 75.0%

(S)-3-aminocaprolactam hydrochloride (26081-03-8,26081-07-2,29110-16-5,29426-64-0,40862-36-0,99560-25-5) + benzyl chloroformate (501-53-1,94274-21-2) → (3S)-3-benzyloxycarbonylamino-2-perhydroazepinone (103478-12-2)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃; for 18h;

DOI:10.1016/j.bmc.2004.10.036

Reference yield: 72.0%

C14H19N2O4(1-)*K(1+) → (3S)-3-benzyloxycarbonylamino-2-perhydroazepinone (103478-12-2)

Guidance literature:

With 1-methyl-1H-imidazole; bis(trichloromethyl) carbonate; potassium hydroxide; In water; acetonitrile; at 60 ℃; for 0.00277778h; Temperature; Reagent/catalyst; Inert atmosphere;

DOI:10.1002/chem.202100059

upstream raw materials:

benzyl chloroformate

(S)-3-aminocaprolactam hydrochloride

N^α-carbobenzoxy-D-lysine

(R)-6-Azido-2-benzyloxycarbonylamino-hexanoic acid

Downstream raw materials:

(3S)-3-benzyloxycarbonylamino-1-diaminophosphoryl-2-perhydroazepinone

Refernces

• 1、 Abe, Masatoshi,Akiyama, Tetsuo,Umezawa, Yoji,Yamamoto, Keiichiro,Nagai, Masashi,Yamazaki, Hiroko,Ichikawa, Yuh-Ichiro,Muraoka, Yasuhiko. "Synthesis and biological activity of sulphostin analogues, novel dipeptidyl peptidase IV inhibitors". . p. 785 - 797. Retrieved 2007/10/03.
• 2、 -. "SULPHOSTIN ANALOGUES AND PROCESSES FOR THE PREPARATION OF SULPHOSTIN AND ANALOGUES THEREOF". Example 7. . Retrieved 2008/06/13.