ChemicalBook > CAS DataBase List > NW-09-15-1

NW-09-15-1

Product Name
NW-09-15-1
CAS No.
81323-58-2
Chemical Name
NW-09-15-1
Synonyms
tert-butyl (tert-butoxycarbonyl)-L-homoserinate;N-Boc-L-homoserine tert-butyl ester;-(s);NW-09-15-1;BOC-HSE-OTBU;BOC-Hser-OtBU;Boc-L-Homo-Serine Butyl Ester;N-Boc-L-hoMoserine Butyl Ester;-tert-Butyl 2-((tert-butoxycarbonyl);tert-Butyl (S)-2-(Boc-amino)-4-hydroxybutyrate
CBNumber
CB52487594
Molecular Formula
C13H25NO5
Formula Weight
275.34
MOL File
81323-58-2.mol
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NW-09-15-1 Property

Boiling point:
393.4±37.0 °C(Predicted)
Density 
1.071±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
10.91±0.46(Predicted)
Appearance
Colorless to light yellow Liquid
InChI
InChI=1S/C13H25NO5/c1-12(2,3)18-10(16)9(7-8-15)14-11(17)19-13(4,5)6/h9,15H,7-8H2,1-6H3,(H,14,17)/t9-/m0/s1
InChIKey
WFSWHDJTFHDJFE-VIFPVBQESA-N
SMILES
C(OC(C)(C)C)(=O)[C@H](CCO)NC(OC(C)(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
B692910
Product name
N-(tert-Butoxycarbonyl)-(S)-homoserinetert-ButylEster
Packaging
100mg
Price
$145
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB142033
Product name
(S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate
Packaging
50mg
Price
$160
Updated
2021/12/16
Activate Scientific
Product number
AS87383
Product name
N-Boc-L-homoserine tert-butyl ester
Purity
95+% ee
Packaging
250mg
Price
$244
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
AAA0017709
Product name
(S)-TERT-BUTYL-2-(TERT-BUTOXYCARBONYLAMINO)-4-HYDROXYBUTANOATE
Purity
95.00%
Packaging
0.25G
Price
$250
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB142033
Product name
(S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate
Packaging
100mg
Price
$250
Updated
2021/12/16
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NW-09-15-1 Chemical Properties,Usage,Production

Uses

N-(tert-Butoxycarbonyl)-(S)-homoserine tert-Butyl Ester is used as a reactant in the synthesis of N-substituted sultam carboxylic acids as novel glycogen synthase activators.

Synthesis

34582-32-6

81323-58-2

General procedure for the synthesis of N-(tert-butoxycarbonyl)-(S)-homoserine tert-butyl ester from N-Boc-L-aspartic acid 1-tert-butyl ester: 1b) Boc-L-Asp-OtBu (3.00 g, 10.4 mmol) was dissolved in 1,2-dimethoxyethane (10 mL) at -15°C and 4-methylmorpholine (1.14 mL, 10.4 mmol) and isobutyl chloroformate (1.35 mL, 10.4 mmol) were added sequentially. The reaction mixture was stirred at -15°C for 10 min before the precipitate was removed by filtration and the precipitate was washed with cold 1,2-dimethoxyethane (20 mL). A solution of sodium borohydride (0.59 g, 15.6 mmol) in water (5 mL) was slowly added to the filtrate at -15°C. After 5 min, the reaction was terminated by adding water (250 mL). The reaction mixture was extracted with ethyl acetate, the organic layers were combined and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure to give tert-butyl N-(tert-butoxycarbonyl)-(S)-homoserine. Yield: 2.70 g, 9.81 mmol, 95% yield. MS (ESIpos): m/z = 276 [M+H]+. 1H-NMR (400 MHz, chloroform-d): δ[ppm] = 1.46 (s, 9H), 1.48 (s, 9H), 1.51-1.58 (m, 1H), 2.09-2.20 (m, 1H), 3.45 (br.s., 1H), 3.55-3.76 (m, 2H), 4.31-4.40 (m, 1H). 5.35 (d, 1H).

References

[1] Patent: EP2322500, 2011, A1. Location in patent: Page/Page column 26-27
[2] Patent: WO2011/57986, 2011, A1. Location in patent: Page/Page column 53
[3] Organic and Biomolecular Chemistry, 2017, vol. 15, # 31, p. 6656 - 6667
[4] Organic Letters, 2001, vol. 3, # 20, p. 3153 - 3155
[5] Tetrahedron, 2017, vol. 73, # 9, p. 1265 - 1274

NW-09-15-1 Preparation Products And Raw materials

Raw materials

Preparation Products

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81323-58-2, NW-09-15-1Related Search:

BOC-L-3-FLUOROPHENYLALANINE N-Boc-L-valine (S)-N-Boc-allylglycine (S)-N-Boc-3-aminobutyric acid N-Boc-L-tert-Leucine (S)-N-Boc-3-Bromophenylalanine BOC-GLU(OME)-OH Boc-Hyp-OH Boc-L-glutamic acid 1-tert-butyl ester (S)-N-BOC-4-Bromophenylalanine BOC-7-HYDROXY-TIC-OH N-(tert-Butoxycarbonyl)-L-glutamine Boc-L-aspartic acid 4-benzyl ester BOC-L-ASPARTIMOL T-BUTYL ESTER

  • NW-09-15-1
  • (S)-tert-butyl 2-(tert-butoxycarbonylamino)-4-hydroxybutanoate
  • N-Boc-L-hoMoserine Butyl Ester
  • N-t-Butyloxycarbonyl-L-hoMoserine-t-butyl ester
  • N-Boc-L-homoserine tert-butyl ester
  • -tert-Butyl 2-((tert-butoxycarbonyl)
  • N-(tert-butyloxycarbonyl)-(S)-homoserine tert-butyl ester
  • tert-butyl (tert-butoxycarbonyl)-L-homoserinate
  • BOC-Hser-OtBU
  • 2(S)-2-tert-butoxycarbonylamino-4-hydroxybutyric acid tert-butyl ester
  • 2-Methyl-2-propanyl N-{[(2-Methyl-2-propanyl)oxy]carbonyl}-L-hoMoserinate
  • BOC-HSE-OTBU
  • L-Homoserine, N-[(1,1-dimethylethoxy)carbonyl]-, 1,1-dimethylethyl ester
  • -(s)
  • (2S)-tert-butyl 2-[N-Boc-amino]-4-hydroxybutanoate
  • Boc-L-Homo-Serine Butyl Ester
  • tert-Butyl (S)-2-(Boc-amino)-4-hydroxybutyrate
  • N-Boc-[(1,1-Dimethylethoxy)carbonyl]-L-homoserine
  • 81323-58-2