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3-[(Benzyloxycarbonyl)amino]propionaldehyde

Product Name
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
Formula Weight
207.23
MOL File
65564-05-8.mol
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3-[(Benzyloxycarbonyl)amino]propionaldehyde Property

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)
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Safety

Hazard Codes 
Xi
WGK Germany 
3
HS Code 
29223900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
592951
Product name
3-[(Benzyloxycarbonyl)amino]propionaldehyde
Purity
95%
Packaging
1g
Price
$109
Updated
2025/07/31
TCI Chemical
Product number
P3040
Product name
Benzyl (3-Oxopropyl)carbamate
Packaging
1G
Price
$138
Updated
2025/07/31
TRC
Product number
B286890
Product name
3-(Benzyloxycarbonylamino)propionaldehyde
Packaging
5g
Price
$385
Updated
2021/12/16
TRC
Product number
B286890
Product name
3-(Benzyloxycarbonylamino)propionaldehyde
Packaging
50g
Price
$1650
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB144324
Product name
Benzyl (3-oxopropyl)carbamate
Packaging
5G
Price
$320
Updated
2021/12/16
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3-[(Benzyloxycarbonyl)amino]propionaldehyde Chemical Properties,Usage,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

34637-22-4

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

3-[(Benzyloxycarbonyl)amino]propionaldehyde Preparation Products And Raw materials

Raw materials

Preparation Products

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3-[(Benzyloxycarbonyl)amino]propionaldehyde Suppliers

Bide Pharmatech Ltd.
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400-164-7117 13681763483
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J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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Adamas Reagent, Ltd.
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Sinopharm Chemical Reagent Co,Ltd.
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Shanghai Sunway Pharmaceutical Technology Co., Ltd
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View Lastest Price from 3-[(Benzyloxycarbonyl)amino]propionaldehyde manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
3-[(Benzyloxycarbonyl)amino]propionaldehyde 65564-05-8
Price
US $0.00-0.00/g
Min. Order
10mg
Purity
99%HPLC
Supply Ability
2000tons
Release date
2020-01-15
Zhuozhou Wenxi import and Export Co., Ltd
Product
3-[(Benzyloxycarbonyl)amino]propionaldehyde 65564-05-8
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-11
Zhuozhou Wenxi import and Export Co., Ltd
Product
3-[(Benzyloxycarbonyl)amino]propionaldehyde 65564-05-8
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09

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