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N-Boc-2-aminoacetaldehyde

CAS No.
89711-08-0
Chemical Name:
N-Boc-2-aminoacetaldehyde
Synonyms
tert-butyl 2-oxoethylcarbaMate;N-(t-butoxycarbonyl)glycinal;TERT-BUTYL N-(2-OXOETHYL)CARBAMATE;(2-OXO-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER;EOS-61204;2-Boc-Aminoacetaldehyde;n-boc-2-aminoacetaldehyde;N-Boc-2-aMinoacetaldehyde 95%;t-butyl-(2-oxoethyl)carbamate;T-BUTYL N-(2-OXOETHYL)CABAMATE
CBNumber:
CB6359315
Molecular Formula:
C7H13NO3
Molecular Weight:
159.18
MDL Number:
MFCD01321273
MOL File:
89711-08-0.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-04-24 14:58:27
Product description Number Pack Size Price
N-Boc-2-aminoacetaldehyde 95% 472654 1g $109
N-Boc-2-aminoacetaldehyde 95% 472654 5g $267
N-Boc-2-aminoacetaldehyde 95% 472654 25g $767
N-Boc-2-aminoacetaldehyde 165348 2.5g $425
N-Boc-2-aminoacetaldehyde B600600 25g $430
More product size

N-Boc-2-aminoacetaldehyde Properties

Boiling point 237.2±23.0 °C(Predicted)
Density 1.035±0.06 g/cm3(Predicted)
refractive index n20/D 1.455(lit.)
Flash point >230 °F
storage temp. -20°C
solubility DMSO (Slightly), Methanol (Slightly)
pka 11.35±0.46(Predicted)
form Solid
color Colourless to Light Yellow Gel
Stability Hygroscopic, Temperature Sensitive
InChI InChI=1S/C7H13NO3/c1-7(2,3)11-6(10)8-4-5-9/h5H,4H2,1-3H3,(H,8,10)
InChIKey ACNRTYKOPZDRCO-UHFFFAOYSA-N
SMILES C(OC(C)(C)C)(=O)NCC=O
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P280-P305+P351+P338
PPE Eyeshields, Gloves, type N95 (US)
WGK Germany  3
HS Code  2924297099
Storage Class 11 - Combustible Solids

N-Boc-2-aminoacetaldehyde price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 472654 N-Boc-2-aminoacetaldehyde 95% 89711-08-0 1g $109 2026-04-30 Buy
Sigma-Aldrich 472654 N-Boc-2-aminoacetaldehyde 95% 89711-08-0 5g $267 2026-04-30 Buy
Sigma-Aldrich 472654 N-Boc-2-aminoacetaldehyde 95% 89711-08-0 25g $767 2026-04-30 Buy
Usbiological 165348 N-Boc-2-aminoacetaldehyde 89711-08-0 2.5g $425 2021-12-16 Buy
TRC B600600 N-Boc-2-aminoacetaldehyde 89711-08-0 25g $430 2021-12-16 Buy
Product number Packaging Price Buy
472654 1g $109 Buy
472654 5g $267 Buy
472654 25g $767 Buy
165348 2.5g $425 Buy
B600600 25g $430 Buy

N-Boc-2-aminoacetaldehyde Chemical Properties,Uses,Production

Chemical Properties

A highly reactive aldehyde and amide structure in the structure of N-tert-butoxycarbonyl-2-aminoacetaldehyde can be involved in a variety of organic synthetic transformation reactions, for example, the aldehyde unit in the structure can be condensed with amines to obtain the corresponding imine compounds.

Uses

N-Boc-2-aMinoacetaldehyde can be also used in a three-component synthesis of pyrrolidines involving 1,3-dipolar cycloaddition.

Uses

N-Boc-2-aminoacetaldehyde is used in the synthesis of carbohydrates as well as studies relating to inhibitors of cathepsin K.

Uses

A building block in the synthesis of a protected pyrroloproline.

General Description

N-Boc-2-aminoacetaldehyde is an organic building block. It reacts with Horner-Wadsworth-Emmons (HWE) reagent to afford γ-aminobutyric acid (GABA)-derived α-keto amide/ester units.

Synthesis

BOC-GLYCINE N,O-DIMETHYLHYDROXAMIDE

121505-93-9

N-Boc-2-aminoacetaldehyde

89711-08-0

The general procedure for the synthesis of N-tert-butoxycarbonyl-2-aminoacetaldehyde from N-BOC-gly-N'-methoxy-N'-methylamide was as follows: under argon protection, Boc-Gly-N-methoxy-N-methylamide (19) (4.37 g, 20 mmol) was dissolved in 150 mL of anhydrous THF and stirred in an ice-water bath for 30 min. An ether solution of LAH (1 M, 30 mL, 30 mmol) was slowly added to the above well-stirred solution through a cannula under argon protection. The reaction solution continued to be stirred for 30 minutes. Subsequently, aqueous potassium bisulfate solution (4.77 g, 35 mmol dissolved in 60 mL of water) was slowly added to the reaction solution and stirred for 10 minutes. The organic solvent was removed by evaporation under reduced pressure. To the remaining aqueous phase, 60 mL of water was added and then extracted with dichloromethane (DCM, 100 mL x 4). The DCM extracts were combined and washed sequentially with 1 M hydrochloric acid solution (100 mL x 4), saturated sodium bicarbonate solution (100 mL x 2), and saturated sodium chloride solution (100 mL), dried overnight with 4 g of anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under reduced pressure to give light yellow oil 20 (2.83 g), which could be used in the next reaction without further purification. Yield: 89%. Thin layer chromatography (TLC) Rf = 0.44 (Expanding agent: hexane-ethyl acetate = 1:1). 1H-NMR (90 MHz, CDCl3) δppm: 9.60 (s, 1H), 5.26 (s, br, 1H), 4.04 (d, 2H, J = 5.1 Hz), 1.46 (s, 9H).

References

[1] Nucleosides, Nucleotides and Nucleic Acids, 2001, vol. 20, # 4-7, p. 1393 - 1397
[2] Patent: US2006/161007, 2006, A1. Location in patent: Page/Page column 3; 8-9; Sheet 1
[3] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 1, p. 65 - 77
[4] Tetrahedron, 2001, vol. 57, # 23, p. 4903 - 4923
[5] European Journal of Medicinal Chemistry, 1991, vol. 26, # 9, p. 921 - 928

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View Lastest Price from N-Boc-2-aminoacetaldehyde manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-Boc-2-aminoacetaldehyde pictures 2026-04-21 N-Boc-2-aminoacetaldehyde
89711-08-0
US $15.00-50.00 / kg 1kg NLT98% 5 ton per month Anhui Dexinjia Biopharm Co., Ltd
T-BUTYL N-(2-OXOETHYL)CABAMATE pictures 2019-07-06 T-BUTYL N-(2-OXOETHYL)CABAMATE
89711-08-0
US $1.00 / KG 1KG 98% 100KG Career Henan Chemical Co
(2-OXO-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER TERT-BUTYL N-(2-OXOETHYL)CARBAMATE T-BUTYL N-(2-OXOETHYL)CABAMATE Carbamic acid, (2-oxoethyl)-, 1,1-dimethylethyl ester (9CI) n-boc-2-aminoacetaldehyde Tert-Butyl-N-(2-oxo ethyl)cabaMate N-Boc-2-aminoacetaldehyde,tert-Butyl N-(2-oxoethyl)carbamate tert-butyl 2-oxoethylcarbaMate CarbaMic acid,N-(2-oxoethyl)-, 1,1-diMethylethyl ester N-Boc-2-aMinoacetaldehyde 95% N-(2-OXOETHYL)-CARBAMIC ACID TERT-BUTYL ESTER EOS-61204 N-(t-butoxycarbonyl)glycinal t-butyl-(2-oxoethyl)carbamate N-tert-butyloxycarbonyl-2-aminoacetaldehyde N-tert-butoxycarbonyl-2-aminoacetaldehyde 2-Methyl-2-propanyl (2-oxoethyl)carbamate 2-Boc-Aminoacetaldehyde N-Boc-2-aminoacetaldehyde 89711-08-0 HCOCH2NHCO2CCH33 Aldehydes Building Blocks Carbonyl Compounds C7 Organic Building Blocks Aldehydes B Bioactive Small Molecules Building Blocks C7 Carbonyl Compounds Cell Biology Chemical Synthesis Organic Building Blocks N-BOC pharmacetical