Benzyl (3-bromopropyl)carbamate

Base Information

• Chemical Name: Benzyl (3-bromopropyl)carbamate
• CAS No.: 39945-54-5
• Molecular Formula: C11H14BrNO2
• Molecular Weight: 272.142
• European Community (EC) Number: 874-801-6
• NSC Number: 78814
• DSSTox Substance ID: DTXSID70960460
• Nikkaji Number: J1.795.379F
• Wikidata: Q82941665
• Mol file: 39945-54-5.mol

Synonyms:39945-54-5;Benzyl (3-bromopropyl)carbamate;Benzyl 3-bromopropylcarbamate;benzyl N-(3-bromopropyl)carbamate;N-Cbz-3-bromopropylamine;(3-Bromopropyl)carbamic acid benzyl ester;(3-BROMO-PROPYL)-CARBAMIC ACID BENZYL ESTER;MFCD01737871;benzyl(3-bromopropyl)carbamate;N-Benzyloxycarbonyl-3-bromopropylamine;WLN: E3MVO1R;benzyl3-bromopropylcarbamate;SCHEMBL431541;3-Bromo-N-Cbz-1-propanamine;DTXSID70960460;benzyl (3-bromopropyl)aminoformate;NSC78814;AB3067;NSC-78814;AKOS016007749;3-Bromopropylcarbamic acid benzyl ester;AB09886;3-(Benzyloxycarbonylamino)propyl bromide;N-(Benzyloxycarbonyl)-3-bromopropylamine;DS-13856;SY047526;N-(Carbobenzyloxy)-1-bromo-3-propylamine;AM20040385;Benzyl hydrogen (3-bromopropyl)carbonimidate;CS-0158585;FT-0699393;EN300-7080051;A824815

Chemical Property of Benzyl (3-bromopropyl)carbamate

Chemical Property:

• Vapor Pressure: 1.46E-05mmHg at 25°C
• Melting Point: 37-39oC
• Boiling Point: 366.4°Cat760mmHg
• PKA: 12.27±0.46(Predicted)
• Flash Point: 175.4°C
• PSA: 38.33000
• Density: 1.377g/cm³
• LogP: 3.08870
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Sparingly), Methanol (Slightly)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 271.02079
• Heavy Atom Count: 15
• Complexity: 181

Purity/Quality:

97% ^*data from raw suppliers

N-tert-Butoxycarbonyl-3-bromopropylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NCCCBr
• Uses: N-tert-Butoxycarbonyl-3-bromopropylamine, is a versatile building block used in the synthesis of various pharmaceutical and biologically active compounds. It has been shown to be utilized in the synthesis of an active anti-HIV ethidium-arginine conjugate targeted against the viral TAR RNA sequence.

Technology Process of Benzyl (3-bromopropyl)carbamate

There total 11 articles about Benzyl (3-bromopropyl)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: 100.0%

3-bromopropylamine hydrochloride (5003-71-4) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl N-(3-bromopropyl)carbamate (39945-54-5)

Guidance literature:

3-bromopropylamine hydrochloride; With sodium hydroxide; In water; Inert atmosphere;

benzyl chloroformate; In water; Inert atmosphere;

Reference yield: 96.0%

3-[(N-benzyloxycarbonyl)amino]propanol (34637-22-4) → benzyl N-(3-bromopropyl)carbamate (39945-54-5)

Guidance literature:

With carbon tetrabromide; tris(2,2'-bipyridyl)ruthenium(II) chloride hexahydrate; N,N-dimethyl-formamide; sodium bromide; at 25 - 30 ℃; Inert atmosphere; visible-light irradiation;

DOI:10.1038/nchem.949

Reference yield: 95.0%

3-(N-benzyloxycarbonyl)amino-1-propylmethanesulfonate → benzyl N-(3-bromopropyl)carbamate (39945-54-5)

Guidance literature:

With lithium bromide; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jm200293r

upstream raw materials:

(3-bromopropyl)amine

benzyl chloroformate

3-bromopropylamine hydrochloride

N-(benzyloxycarbonyl)-3-amino-1-propyl methanesulfonate

Downstream raw materials:

3',5-dihydroxy-4'-methoxy-7-<propoxy>flavanone

N-benzyloxycarbonylamino<1-amino-15N,1-13C>butanenitrile

[3-[4-(2,3-dichlorophenylpiperazin-1-yl)]propyl]carbamic acid benzyl ester

ethyl 3-bromo-5-{3-{[(benzyloxy)carbonyl]amino}propyl}benzoate