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3-[(Benzyloxycarbonyl)amino]propionaldehyde

CAS No.
65564-05-8
Chemical Name:
3-[(Benzyloxycarbonyl)amino]propionaldehyde
Synonyms
Z-Beta-Ala-al;N-CBZ-3-AMinopropanal;Benzyl 3-oxopropylcarbaMate;(3-Oxo-propyl)-carbamic acid benzyl ester;3-(Cbz-amino)propanal;N-Cbz-3-oxopropanamine;Benzyl N-(3-oxopropyl)carbamate;3-Aminopropanal, N-CBZ protected;3-Aminopropanal, N-CBZ protected 97%;Phenylmethyl N-(3-oxopropyl)carbamate
CBNumber:
CB8366386
Molecular Formula:
C11H13NO3
Molecular Weight:
207.23
MDL Number:
MFCD05664298
MOL File:
65564-05-8.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:50

3-[(Benzyloxycarbonyl)amino]propionaldehyde Properties

Melting point 52-57 °C (lit.)
Boiling point 370.1±35.0 °C(Predicted)
Density 1.142±0.06 g/cm3(Predicted)
storage temp. 2-8°C
form Crystalline Powder
pka 12.08±0.46(Predicted)
color White to yellow
InChI InChI=1S/C11H13NO3/c13-8-4-7-12-11(14)15-9-10-5-2-1-3-6-10/h1-3,5-6,8H,4,7,9H2,(H,12,14)
InChIKey PQMOZOQTXKMYSK-UHFFFAOYSA-N
SMILES C(OCC1=CC=CC=C1)(=O)NCCC=O
CAS DataBase Reference 65564-05-8(CAS DataBase Reference)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Hazard Codes  Xi
WGK Germany  3
HS Code  29223900

3-[(Benzyloxycarbonyl)amino]propionaldehyde price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 592951 3-[(Benzyloxycarbonyl)amino]propionaldehyde 95% 65564-05-8 1g $109 2025-07-31 Buy
TCI Chemical P3040 Benzyl (3-Oxopropyl)carbamate 65564-05-8 1G $138 2025-07-31 Buy
TRC B286890 3-(Benzyloxycarbonylamino)propionaldehyde 65564-05-8 5g $385 2021-12-16 Buy
TRC B286890 3-(Benzyloxycarbonylamino)propionaldehyde 65564-05-8 50g $1650 2021-12-16 Buy
Biosynth Carbosynth FB144324 Benzyl (3-oxopropyl)carbamate 65564-05-8 5G $320 2021-12-16 Buy
Product number Packaging Price Buy
592951 1g $109 Buy
P3040 1G $138 Buy
B286890 5g $385 Buy
B286890 50g $1650 Buy
FB144324 5G $320 Buy

3-[(Benzyloxycarbonyl)amino]propionaldehyde Chemical Properties,Uses,Production

Chemical Properties

White to yellow crystalline powder

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.

Synthesis

BENZYL N-(3-HYDROXYPROPYL)CARBAMATE

34637-22-4

3-[(Benzyloxycarbonyl)amino]propionaldehyde

65564-05-8

The general procedure for the synthesis of N-benzyloxycarbonyl-3-aminopropanal from 3-(benzyloxycarbonylamino)-1-propanol was as follows: PCC (8.75 g, 40.6 mmol, 1.7 eq.) and Celite? (9 g) were stirred in dichloromethane (50 mL) for 5 min, followed by the addition of 3-(benzyloxycarbonylamino)-1-propanol (5.0 g, 24 mmol) dissolved in dichloromethane (30 mL). propanol (5.0 g, 24 mmol). After 4 hours of reaction, the reaction mixture was diluted with ether (100 mL) and filtered through a short pad of silica gel and Celite?filter. The residual solid was suspended in dichloromethane (25 mL) and precipitated with ether (50 mL) to pass the mixture through the same filter pad. After this process was repeated three times, the filtrate was evaporated under reduced pressure to give a yellow oil (5.0 g). Purification by column chromatography (petroleum ether solution of 40% ethyl acetate) afforded N-benzyloxycarbonyl-3-aminopropionaldehyde as a colorless viscous oil (3.0 g, 14.5 mmol) in 60% yield. rf value of 0.4 (petroleum ether solution of 50% ethyl acetate, PMA color developed); 1H NMR (CDCl3) δ: 2.75 (2H, t, J=5.7Hz. CH2), 3.49 (2H, apparent q, J=6.0 Hz, CH2), 5.09 (2H, s, CH2), 5.15 (1H, br s, NH), 7.30-7.39 (5H, m, Ar), 9.81 (1H, s, CHO); 13C NMR (CDCl3) δ: 34.6, 44.2, 66.9, 128.2 , 128.3, 128.7, 136.5, 165.4, 201.3; IR (neat) νmax: 3445, 1704, 1645 cm-1.

References

[1] Tetrahedron Letters, 2001, vol. 42, # 2, p. 183 - 185
[2] European Journal of Organic Chemistry, 2012, # 17, p. 3270 - 3277
[3] Tetrahedron, 1997, vol. 53, # 37, p. 12391 - 12404
[4] Tetrahedron Letters, 1987, vol. 28, # 33, p. 3827 - 3830
[5] Synlett, 2017, vol. 28, # 13, p. 1554 - 1557

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View Lastest Price from 3-[(Benzyloxycarbonyl)amino]propionaldehyde manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
3-[(Benzyloxycarbonyl)amino]propionaldehyde pictures 2025-01-03 3-[(Benzyloxycarbonyl)amino]propionaldehyde
65564-05-8
US $0.00-0.00 / g 10mg 99%HPLC 2000tons Shaanxi Dideu Medichem Co. Ltd
3-[(Benzyloxycarbonyl)amino]propionaldehyde pictures 2021-07-13 3-[(Benzyloxycarbonyl)amino]propionaldehyde
65564-05-8
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
3-[(Benzyloxycarbonyl)amino]propionaldehyde pictures 2021-07-10 3-[(Benzyloxycarbonyl)amino]propionaldehyde
65564-05-8
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd

3-[(Benzyloxycarbonyl)amino]propionaldehyde Spectrum

3-[(Benzyloxycarbonyl)aMino]propionaldehyde 95% (3-Oxo-propyl)-carbamic acid benzyl ester 3-[(BENZYLOXYCARBONYL)AMINO]PROPIONALDEHYDE 3-[(BENZYLOXYCARBONYL)AMINO]-1-PROPANAL 3-[(Carbobenzyloxy)amino]propionaldehyde Benzyl N-(3-oxopropyl)carbamate N-Phenylmethoxycarbonyl-3-aminopropanol N-Phenylmethoxycarbonyl-3-Aminopropanal 3-Aminopropanal, N-CBZ protected 97% N-(3-oxopropyl)carbamic acid (phenylmethyl) ester 3-[(Benzyloxycarbonyl)amino]-1-propanal ,95% 3-[(Benzyloxycarbonyl)amino]propionaldehyde,3-[(Benzyloxycarbonyl)amino]-1-propanal, 3-[(Carbobenzyloxy)amino]propionaldehyde 3-((BENZYLOXYCARBONYL)AMINO)-1-PROPANOL& 3-[(Benzyloxycarbonyl)amino]propionaldehyde, Benzyl (3-oxopropyl)carbamate 3-Aminopropanal, N-CBZ protected 3-[(Benzyloxycarbonyl)amino]-1-propanal, 3-[(Carbobenzyloxy)amino]propionaldehyde 3-Hydroxypropyl(benzyloxycarbonyl)amine 3-Hydroxypropylcarbamic acid benzyl ester 3-[(Benzyloxycarbonyl)amino]propionaldehyde,95% N-CBZ-3-AMinopropanal Benzyl 3-oxopropylcarbaMate Carbamic acid, N-(3-oxopropyl)-, phenylmethyl ester Z-Beta-Ala-al 3-(Cbz-amino)propanal N-Cbz-3-oxopropanamine Phenylmethyl N-(3-oxopropyl)carbamate 65564-05-8 C6H5CH2O2CNHCH2CH2CHO Organic Building Blocks Building Blocks Aldehydes Carbonyl Compounds C10 to C21