ChemicalBook > CAS DataBase List > Carbamic acid, [(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester (9CI)

Carbamic acid, [(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester (9CI)

Product Name
Carbamic acid, [(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester (9CI)
CAS No.
82353-56-8
Chemical Name
Carbamic acid, [(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester (9CI)
Synonyms
tert-butyl (R)-(1-oxopropan-2-yl)carbamate;Boc-D-Ala-al;Boc-D-alaninal;N-Boc-D-Alaninal;Boc-D-Ala-aldehyde;Boc-D-propanemaldehyde;N-tert-Butoxycarbonyl-D-alaninal;(R)-2-(tert-Butoxycarbonylamino)propanal;(R)-tert-Butyl (1-oxopropan-2-yl)carbamate;tert-butyl N-[(2R)-1-oxopropan-2-yl]carbamate
CBNumber
CB31054302
Molecular Formula
C8H15NO3
Formula Weight
173.21
MOL File
82353-56-8.mol
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Carbamic acid, [(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester (9CI) Property

Melting point:
86-87℃
Boiling point:
249℃
Density 
1.015
Flash point:
104℃
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
pka
11.43±0.46(Predicted)
Appearance
White to light yellow Solid
InChI
InChI=1S/C8H15NO3/c1-6(5-10)9-7(11)12-8(2,3)4/h5-6H,1-4H3,(H,9,11)/t6-/m1/s1
InChIKey
OEQRZPWMXXJEKU-ZCFIWIBFSA-N
SMILES
C(OC(C)(C)C)(=O)N[C@H](C)C=O
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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

TRC
Product number
B814093
Product name
(R)-tert-Butyl(1-oxopropan-2-yl)carbamate
Packaging
10mg
Price
$45
Updated
2021/12/16
AK Scientific
Product number
9055AH
Product name
(R)-Tert-butyl(1-oxopropan-2-yl)carbamate
Packaging
100mg
Price
$167
Updated
2021/12/16
Ambeed
Product number
A155075
Product name
(R)-tert-Butyl(1-oxopropan-2-yl)carbamate
Purity
95%
Packaging
100mg
Price
$53
Updated
2021/12/16
J&W Pharmlab
Product number
10R0328
Product name
(R)-(1-Methyl-2-oxo-ethyl)-carbamicacidtert-butylester
Purity
96%
Packaging
50mg
Price
$88
Updated
2021/12/16
Ambeed
Product number
A155075
Product name
(R)-tert-Butyl(1-oxopropan-2-yl)carbamate
Purity
95%
Packaging
250mg
Price
$88
Updated
2021/12/16
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Carbamic acid, [(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester (9CI) Chemical Properties,Usage,Production

Synthesis

79069-13-9

82353-56-8

The general procedure for the synthesis of (R)-2-(tert-butoxycarbonylamino)propanal from N-Boc-L-alaninol was as follows: to a solution of oxalyl chloride (3.1 g, 24.5 mmol) in anhydrous dichloromethane (DCM, 200 mL) was slowly added dimethylsulfoxide (DMSO, 2.9 mL, 40.8 mmol) at -60 °C. The reaction mixture was stirred at this temperature for 30 minutes. Subsequently, a solution of tert-butyl (R)-(1-hydroxypropan-2-yl)carbamate (3.5 g, 20 mmol) in dichloromethane (DCM, 20 mL) was slowly added at -60 °C. The resulting solution continued to be stirred at -60°C for 30 minutes. Next, triethylamine (11.1 mL, 80 mmol) was added at -60 °C and the reaction mixture was gradually warmed to room temperature and stirring was continued for 2 hours. Upon completion of the reaction, water (100 mL) was added for quenching and the mixture was extracted with dichloromethane (3 x 50 mL). The organic layers were combined, washed with brine, dried over anhydrous sodium sulfate (Na2SO4), and the filtrate was filtered and concentrated to afford the target product (R)-2-(tert-butoxycarbonylamino)propanal (aldehyde 322) as a light yellow oil (3.2 g, 94% yield), which could be used in the subsequent steps without further purification.

References

[1] Chemistry - An Asian Journal, 2012, vol. 7, # 7, p. 1542 - 1545
[2] Patent: US2015/374858, 2015, A1. Location in patent: Paragraph 0500
[3] Patent: US2009/5359, 2009, A1. Location in patent: Page/Page column 42
[4] Patent: US2009/36419, 2009, A1. Location in patent: Page/Page column 87
[5] Patent: WO2012/125887, 2012, A1. Location in patent: Page/Page column 173

Carbamic acid, [(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester (9CI) Preparation Products And Raw materials

Raw materials

Preparation Products

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82353-56-8, Carbamic acid, [(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester (9CI)Related Search:


  • Carbamic acid, [(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester (9CI)
  • N-tert-Butoxycarbonyl-D-alaninal
  • ((R)-1-Methyl-2-oxo-ethyl)carbamic acid tert-butyl ester
  • (R)-2-(tert-Butoxycarbonylamino)propanal
  • (R)-2-(tert-Butoxycarbonylamino)propionaldehyde
  • CarbaMic acid, N-[(1R)-1-Methyl-2-oxoethyl]-, 1,1-diMethylethyl ester
  • (R)-tert-Butyl (1-oxopropan-2-yl)carbamate
  • Boc-D-Ala-aldehyde
  • tert-butyl (R)-(1-oxopropan-2-yl)carbamate
  • tert-butyl N-[(2R)-1-oxopropan-2-yl]carbamate
  • Boc-D-alaninal
  • Boc-D-propanemaldehyde
  • N-Boc-D-Alaninal
  • Boc-D-Ala-al
  • 82353-56-8
  • N-BOC