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BOC-GLYCINE TERT-BUTYL ESTER

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BOC-GLYCINE TERT-BUTYL ESTER Basic information

Product Name:
BOC-GLYCINE TERT-BUTYL ESTER
Synonyms:
  • Boc-Gly-OtBu
  • tert-Butyl 2-((tert-butoxycarbonyl)aMino)acetate
  • N-(tert-Butoxycarbonyl)glycine tert-butyl ester (tert-Butoxycarbonylamino)acetic acid tert-butyl ester
  • tert-butyl 2-(tert-butoxycarbonyl)acetate
  • tert-butyl 2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate
  • Boc-glycinetert-butyl ester≥ 98% (HPLC)
  • N-Boc-glycine tert-butyl ester, 95%
  • (Tert-Butoxy)Carbonyl Gly-OtBu
CAS:
111652-20-1
MF:
C11H21NO4
MW:
231.29
EINECS:
696-236-2
Mol File:
111652-20-1.mol
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BOC-GLYCINE TERT-BUTYL ESTER Chemical Properties

Melting point:
66-68 °C(lit.)
Boiling point:
306.0±25.0 °C(Predicted)
Density 
1.023
storage temp. 
2-8°C
solubility 
very soluble in Methanol
form 
powder to crystal
pka
11.06±0.46(Predicted)
color 
White to Almost white
Water Solubility 
1.05g/L at 20℃
BRN 
5002580
InChIKey
ZDKFMHKWZATBMR-UHFFFAOYSA-N
LogP
2.21 at 25℃
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-51
Safety Statements 
20/21-29/56
WGK Germany 
3
HS Code 
29241990

MSDS

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BOC-GLYCINE TERT-BUTYL ESTER Usage And Synthesis

Chemical Properties

Whtie powder

Uses

peptide synthesis

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

24424-99-5

27532-96-3

111652-20-1

Example 1 (Example of reaction formula (1)) [13]: tert-butyl glycinate hydrochloride (10.0 g, 59.7 mmol) was suspended in toluene (46.2 ml), heated to 60 °C and then triethylamine (6.51 g, 64.3 mmol) was added, and the reaction was stirred for 0.5 hours. Subsequently, a solution of di-tert-butyl dicarbonate (10.0 g, 45.9 mmol) in toluene (11.6 ml) was added slowly and dropwise to the reaction mixture and the reaction was continued for 6 hours. After completion of the reaction, it was quenched by addition of water (30 ml) and the organic layer was separated. The organic layer was distilled by azeotropic distillation with n-hexane to remove the solvent to afford tert-butyl N-Boc-glycinate (10.6 g, 45.9 mmol, 100% yield). The structure of the product was confirmed by 1H-NMR analysis.

References

[1] Patent: CN103068795, 2016, B. Location in patent: Paragraph 0119; 0120; 0121; 0122; 0123; 0124
[2] Synthesis, 1987, # 3, p. 223 - 225
[3] The Journal of organic chemistry, 2002, vol. 67, # 24, p. 8291 - 8298

BOC-GLYCINE TERT-BUTYL ESTERSupplier

J & K SCIENTIFIC LTD.
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Alfa Aesar
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