Benzyl 3-oxopropylcarbamate

Base Information

• Chemical Name: Benzyl 3-oxopropylcarbamate
• CAS No.: 65564-05-8
• Molecular Formula: C11H13NO3
• Molecular Weight: 207.229
• Hs Code.: 29223900
• DSSTox Substance ID: DTXSID90439249
• Nikkaji Number: J1.108.109F
• Wikidata: Q72441927
• Mol file: 65564-05-8.mol

Synonyms:65564-05-8;Benzyl 3-oxopropylcarbamate;3-[(Benzyloxycarbonyl)amino]propionaldehyde;3-[(Benzyloxycarbonyl)amino]-1-propanal;Benzyl N-(3-oxopropyl)carbamate;Benzyl (3-oxopropyl)carbamate;3-(benzyloxycarbonylamino)propionaldehyde;MFCD05664298;3-[(Carbobenzyloxy)amino]propionaldehyde;3-((benzyloxycarbonyl)amino)propionaldehyde;3-(Cbz-amino)propanal;N-Phenylmethoxycarbonyl-3-aminopropanal;n-cbz-3-aminopropanal;(3-Oxo-propyl)-carbamic acid benzyl ester;N-Cbz-3-Aminopropionaldehyde;3-(Carbobenzoxyamino)propanal;Carbamic acid, (3-oxopropyl)-, phenylmethyl ester;benzyl-(3-oxopropyl)carbamate;SCHEMBL736590;AMY858;DTXSID90439249;3-(benzyloxycarbonylamino)propanal;PQMOZOQTXKMYSK-UHFFFAOYSA-N;3-Aminopropanal, N-CBZ protected;BBL102843;STL556651;3-(benzyloxycarbonylamino)-1-propanal;AKOS015888131;AC-4333;CS-W008271;3-(benzyloxycarbonylamino)propion aldehyde;DS-13654;SY106992;3-(N-benzyloxycarbonylamino)propionaldehyde;FT-0641024;3-[(Benzyloxycarbonyl)amino]propionaldehyde, 95%;A835152;benzyl N-(3-oxopropyl)carbamate;BENZYL 3-OXOPROPYLCARBAMATE

Chemical Property of Benzyl 3-oxopropylcarbamate

Chemical Property:

• Appearance/Colour: White to yellow crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 52-57 °C(lit.)
• Refractive Index: 1.521
• Boiling Point: 370.057 °C at 760 mmHg
• PKA: 12.08±0.46(Predicted)
• Flash Point: 177.605 °C
• PSA: 55.40000
• Density: 1.142 g/cm³
• LogP: 1.89270
• Storage Temp.: 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 207.08954328
• Heavy Atom Count: 15
• Complexity: 200

Purity/Quality:

99% ^*data from raw suppliers

3-(Benzyloxycarbonylamino)propionaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NCCC=O
• Uses: 3-(Benzyloxycarbonylamino)propionaldehyde is used as a reagent in the synthesis of Tuberactinomycin N, a peptide antibiotic that is used as an anti-tuberculotic drug. 3-(Benzyloxycarbonylamino)propionaldehyde is also used as a reagent to prepare L-epicapreomycidine, a guanidino amino acid that is naturally found in hydrolyzates of protease inhibitors.

Technology Process of Benzyl 3-oxopropylcarbamate

There total 32 articles about Benzyl 3-oxopropylcarbamate 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: 98.0%

3-[(N-benzyloxycarbonyl)amino]propanol (34637-22-4) → 3-[(benzyloxycarbonyl)amino]propanal (65564-05-8)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃;

DOI:10.1016/S0040-4039(00)01945-6

Reference yield: 85.9%

phenylmethyl [3,3-bis(ethyloxy)propyl]carbamate (73870-54-9) → 3-[(benzyloxycarbonyl)amino]propanal (65564-05-8)

Guidance literature:

With hydrogenchloride; In acetone; for 1h; Heating;

DOI:10.1246/bcsj.53.508

Reference yield: 77.0%

3-[(N-benzyloxycarbonyl)amino]propanol (34637-22-4) → 3-[(benzyloxycarbonyl)amino]propanal (65564-05-8) + C11H12ClNO3

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1002/ejoc.201403643

upstream raw materials:

phenylmethyl [3,3-bis(ethyloxy)propyl]carbamate

3-[(N-benzyloxycarbonyl)amino]propanol

N-benzyloxycarbonyl-3-aminopropionic acid methyl ester

aminopropane diethyl acetal

Downstream raw materials:

(3S,4R)-6-[(benzyloxycarbonyl)amino]-5,6-dideoxyhex-2-ulose

2-(Benzhydrylidene-amino)-5-benzyloxycarbonylamino-3-hydroxy-pentanoic acid benzyl ester

erythro-benzyl 5-benzyloxycarbonylamino-3-hydroxy-2-(2-oxoazetidin-1-yl)valerate

threo-benzyl-N⁵-benzyloxycarbonylamino-3-hydroxy-2-(2-oxoazetidin-1-yl)valerate

Refernces

• 1、 Lorton, Charlotte,Saleh, Nidal,Voituriez, Arnaud. "Phosphine-Catalyzed Synthesis of Chiral N-Heterocycles through (Asymmetric) P(III)/P(V) Redox Cycling". supporting information. p. 3340 - 3344. Retrieved 2021/06/26.
• 2、 -. "SULFONAMIDE DERIVATIVES AND USES THEREOF". Paragraph 0901. . Retrieved 2020/12/30.