Benzyl 1,4-diazepane-1-carboxylate

Base Information

• Chemical Name: Benzyl 1,4-diazepane-1-carboxylate
• CAS No.: 117009-97-9
• Molecular Formula: C13H18N2O2
• Molecular Weight: 234.298
• Hs Code.: 29339900
• European Community (EC) Number: 628-611-3
• DSSTox Substance ID: DTXSID60402703
• Nikkaji Number: J2.619.562D
• Wikidata: Q72441043
• Mol file: 117009-97-9.mol

Synonyms:Benzyl 1,4-diazepane-1-carboxylate;117009-97-9;Benzyl 1-homopiperazinecarboxylate;1H-1,4-Diazepine-1-carboxylic acid, hexahydro-, phenylmethyl ester;1-CBZ-HOMOPIPERIDINE;Cbz-homopiperazine;N-Cbz-homopiperazine;1-Cbz-homopiperazine;1-homopiperazinecarboxylate;SCHEMBL64989;1-benzyloxycarbonylhomopiperazine;N-Benzyloxycarbonylhomopiperazine;DTXSID60402703;BXDQJVDEALOIQW-UHFFFAOYSA-N;1-(Benzyloxycarbonyl)homopiperazine;MFCD01863703;AKOS015889532;CS-W012907;Benzyl 1-homopiperazinecarboxylate, 96%;BS-14677;AM20020257;[1,4]diazepane-1-carboxylic acid benzyl ester;D70181;1-(Benzyloxycarbonyl)hexahydro-1H-1,4-diazepine;EN300-2944602;A803697;J-504487

Chemical Property of Benzyl 1,4-diazepane-1-carboxylate

Chemical Property:

• Vapor Pressure: 1.32E-05mmHg at 25°C
• Refractive Index: n20/D 1.545(lit.)
• Boiling Point: 367.9 °C at 760 mmHg
• PKA: 10.42±0.20(Predicted)
• Flash Point: 176.3 °C
• PSA: 41.57000
• Density: 1.117 g/cm³
• LogP: 1.88520
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 234.136827821
• Heavy Atom Count: 17
• Complexity: 240

Purity/Quality:

98%,99%, ^*data from raw suppliers

Benzyl 1-homopiperazinecarboxylate 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCN(C1)C(=O)OCC2=CC=CC=C2

Technology Process of Benzyl 1,4-diazepane-1-carboxylate

There total 10 articles about Benzyl 1,4-diazepane-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: 42.0%

benzyl 5-oxo-1,4-diazepane-1-carboxylate (18158-16-2) → benzyl 1,4-diazepane-1-carboxylate (117009-97-9)

Guidance literature:

With sodium tetrahydroborate; iodine; In tetrahydrofuran; for 24h; Reflux;

DOI:10.1021/acs.oprd.1c00211

Reference yield: 39.0%

1,4-Diazacycloheptane (505-66-8) + N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) → benzyl 1,4-diazepane-1-carboxylate (117009-97-9)

Guidance literature:

With silica-based strong cation exchanger; In methanol;

DOI:10.1016/j.tetlet.2008.06.044

Reference yield:

1-benzyl 4-(tert-butyl)-1,4-diazepane-1,4-dicarboxylate → benzyl 1,4-diazepane-1-carboxylate (117009-97-9)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 2h;

upstream raw materials:

1,4-Diazacycloheptane

benzyl chloroformate

N-(Benzyloxycarbonyloxy)succinimide

tert-butyl 1,4-diazepine-1-carboxylate

Downstream raw materials:

4-(2-ethoxycarbonyl-ethyl)-[1,4]diazepane-1-carboxylic acid benzyl ester

benzyl 4-(3-ethoxy-3-oxopropanoyl)-1,4-diazepane-1-carboxylate

4-[2-(hydroxy-methyl-amino)-3,4-dioxo-cyclobut-1-enyl]-[1,4]diazepane-1-carboxylic acid benzyl ester

(R)-benzyl 4-(3-(tert-butoxycarbonylamino)-4-(2,4,5-trifluorophenyl)butanoyl)-1,4-diazepine-1-carboxylate

Refernces

• 1、 Zhao, Jianhong,Wang, Dingding,Yang, Wu-Lin,Niu, Jinming,Wu, Weiting. "Unconventional Synthetic Process of Fasudil Hydrochloride: Costly Homopiperazine Was Avoided". . p. 91 - 96. Retrieved 2021/12/06.
• 2、 -. "As the NS4B inhibitor benzofuran analogs (by machine translation)". . . Retrieved 2016/10/31.