N-Boc-2-aminoacetaldehyde
- Product Name
- 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
- Formula Weight
- 159.18
- MOL File
- 89711-08-0.mol
N-Boc-2-aminoacetaldehyde Property
- 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
Safety
- WGK Germany
- 3
- HS Code
- 2924297099
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 472654
- Product name
- N-Boc-2-aminoacetaldehyde
- Purity
- 95%
- Packaging
- 1g
- Price
- $96.9
- Updated
- 2025/07/31
- Product number
- 472654
- Product name
- N-Boc-2-aminoacetaldehyde
- Purity
- 95%
- Packaging
- 5g
- Price
- $250
- Updated
- 2025/07/31
- Product number
- 472654
- Product name
- N-Boc-2-aminoacetaldehyde
- Purity
- 95%
- Packaging
- 25g
- Price
- $720
- Updated
- 2025/07/31
- Product number
- 165348
- Product name
- N-Boc-2-aminoacetaldehyde
- Packaging
- 2.5g
- Price
- $425
- Updated
- 2021/12/16
- Product number
- B600600
- Product name
- N-Boc-2-aminoacetaldehyde
- Packaging
- 25g
- Price
- $430
- Updated
- 2021/12/16
N-Boc-2-aminoacetaldehyde Chemical Properties,Usage,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
A building block in the synthesis of a protected pyrroloproline.
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.
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
121505-93-9
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
N-Boc-2-aminoacetaldehyde Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from N-Boc-2-aminoacetaldehyde manufacturers
- Product
- N-Boc-2-aminoacetaldehyde 89711-08-0
- Price
- US $15.00-50.00/kg
- Min. Order
- 1kg
- Purity
- NLT98%
- Supply Ability
- 5 ton per month
- Release date
- 2023-09-21
- Product
- T-BUTYL N-(2-OXOETHYL)CABAMATE 89711-08-0
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2018-12-25