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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
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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
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Safety

WGK Germany 
3
HS Code 
2924297099
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
472654
Product name
N-Boc-2-aminoacetaldehyde
Purity
95%
Packaging
1g
Price
$96.9
Updated
2025/07/31
Sigma-Aldrich
Product number
472654
Product name
N-Boc-2-aminoacetaldehyde
Purity
95%
Packaging
5g
Price
$250
Updated
2025/07/31
Sigma-Aldrich
Product number
472654
Product name
N-Boc-2-aminoacetaldehyde
Purity
95%
Packaging
25g
Price
$720
Updated
2025/07/31
Usbiological
Product number
165348
Product name
N-Boc-2-aminoacetaldehyde
Packaging
2.5g
Price
$425
Updated
2021/12/16
TRC
Product number
B600600
Product name
N-Boc-2-aminoacetaldehyde
Packaging
25g
Price
$430
Updated
2021/12/16
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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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N-Boc-2-aminoacetaldehyde Suppliers

Anhui Dexinjia Biopharm Co., Ltd
Tel
0531-82375892 15553111391
Email
3276840968@qq.com
Country
China
ProdList
301
Advantage
58
Yancheng Shunde Chemical Technology Co., Ltd.
Tel
13661532809; 13813431578
Email
tianleyu@163.com
Country
China
ProdList
80
Advantage
58
Shanghai G&K Biomedical Scientific Inc.
Tel
021-34502253 13391330186
Fax
+86-21-23027826
Email
info@gksci.com
Country
China
ProdList
133
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52
Shanghai Kaimo Pharmaceutical Co., Ltd.
Tel
021-50521023 18019779209
Fax
QQ2522822918
Email
sales@kaimopharm.com
Country
China
ProdList
227
Advantage
58
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9310
Advantage
66
Aikon International Limited
Tel
025-58859352 18068836627
Fax
(5)02557626880
Email
dt3@aikonchem.com
Country
China
ProdList
15493
Advantage
58
Anhui Qiushi Medical Technology Co., Ltd
Tel
15005516438
Fax
15005516438
Email
sales1@qiushipharm.com
Country
China
ProdList
82
Advantage
58
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Beijing HwrkChemical Technology Co., Ltd
Tel
18515581800 18501085097
Fax
010-89508210
Email
sales.bj@hwrkchemical.com
Country
China
ProdList
9400
Advantage
55
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44801
Advantage
61
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View Lastest Price from N-Boc-2-aminoacetaldehyde manufacturers

Anhui Dexinjia Biopharm Co., Ltd
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
Career Henan Chemical Co
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

89711-08-0, N-Boc-2-aminoacetaldehydeRelated Search:


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