ChemicalBook > CAS DataBase List > di-tert-butyl 9H-purin-6-yliMidodicarbonate

di-tert-butyl 9H-purin-6-yliMidodicarbonate

Product Name
di-tert-butyl 9H-purin-6-yliMidodicarbonate
CAS No.
309947-86-2
Chemical Name
di-tert-butyl 9H-purin-6-yliMidodicarbonate
Synonyms
N6,N6-diBocadenine;6,6-di-Boc-adenine;6-[Bis(Boc)amino]purine;N6,N6-bis(tert-butoxycarbonyl)adenine;6,6-di-Boc-adenine/6-[Bis(Boc)amino]purine;di-tert-butyl 9H-purin-6-yliMidodicarbonate;tert-Butyl N-tert-butoxycarbonyl-N-(7H-purin-6-yl)carbamate;1,3-Bis(1,1-dimethylethyl) 2-(9H-purin-6-yl)imidodicarbonate;tert-butyl N-[(tert-butoxy)carbonyl]-N-(9H-purin-6-yl)carbamate;tert-butyl N-[(2-methylpropan-2-yl)oxycarbonyl]-N-(7H-purin-6-yl)carbamate
CBNumber
CB72610288
Molecular Formula
C15H21N5O4
Formula Weight
335.36
MOL File
309947-86-2.mol
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di-tert-butyl 9H-purin-6-yliMidodicarbonate Property

Melting point:
149-150 °C
Boiling point:
500.5±53.0 °C(Predicted)
Density 
1.296±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
9.59±0.10(Predicted)
Appearance
White to off-white Solid
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Safety

HS Code 
2924297099
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
B415585
Product name
tert-ButylN-[(tert-Butoxy)carbonyl]-N-(9H-purin-6-yl)carbamate
Packaging
50mg
Price
$45
Updated
2021/12/16
AK Scientific
Product number
3297AB
Product name
tert-ButylN-tert-butoxycarbonyl-N-(7H-purin-6-yl)carbamate
Packaging
1g
Price
$145
Updated
2021/12/16
Matrix Scientific
Product number
096748
Product name
tert-Butyl N-tert-butoxycarbonyl-N-(7H-purin-6-yl)carbamate
Purity
95+%
Packaging
250mg
Price
$591
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
NUC0001008
Product name
N6-DIBOC ADENINE
Purity
95.00%
Packaging
5G
Price
$909.56
Updated
2021/12/16
Matrix Scientific
Product number
096748
Product name
tert-Butyl N-tert-butoxycarbonyl-N-(7H-purin-6-yl)carbamate
Purity
95+%
Packaging
1g
Price
$1311
Updated
2021/12/16
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di-tert-butyl 9H-purin-6-yliMidodicarbonate Chemical Properties,Usage,Production

Synthesis

24424-99-5

66224-66-6

309947-86-2

Adenine (1.35 g, 10 mmol) and 4-dimethylaminopyridine (DMAP, 122 mg, 1 mmol) were dissolved in tetrahydrofuran (THF, 50 mL) under argon protection. Subsequently, di-tert-butyl dicarbonate (Boc2O, 9.38 g, 43 mmol) was added to this solution. The reaction mixture was stirred at room temperature for 5 hours. After completion of the reaction, the solvent was removed under reduced pressure and ethyl acetate (EtOAc, 400 mL) was added to dissolve the residue. The resulting solution was washed sequentially with 1N hydrochloric acid (HCl, 30 mL) and saturated sodium chloride solution (NaCl, 3 x 100 mL). The organic phase was dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure. The residue was dissolved in a solvent mixture of methanol (100 mL) and saturated sodium bicarbonate solution (NaHCO3, 45 mL), followed by stirring for 1.5 hours at 50 °C. After completion of the reaction, the solvent was removed under reduced pressure and diluted by adding water (100 mL). The aqueous phase was extracted with chloroform (CHCl3, 2 x 300 mL), the organic phases were combined and dried over anhydrous sodium sulfate (Na2SO4). After removal of the solvent under reduced pressure, the crude product was purified by fast column chromatography (eluent: cyclohexane/ethyl acetate, 10:90) to afford 6-[bis(Boc)amino]purine (2.44 g, 73%) as a white solid.1H NMR (DMSO-d6) δ: 13.69 (s, 1H, NH), 8.80 (s, 1H, H-2), 8.63 (s, 1H H-8), 1.36 (s, 18H, C(CH3)3) ppm.

References

[1] Steroids, 2012, vol. 77, # 12, p. 1177 - 1191,15
[2] Steroids, 2012, vol. 77, # 12, p. 1177 - 1191

di-tert-butyl 9H-purin-6-yliMidodicarbonate Preparation Products And Raw materials

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View Lastest Price from di-tert-butyl 9H-purin-6-yliMidodicarbonate manufacturers

Career Henan Chemical Co
Product
di-tert-butyl 9H-purin-6-yliMidodicarbonate 309947-86-2
Price
US $1.00/g
Min. Order
1g
Purity
99.0%
Supply Ability
100 kg
Release date
2020-01-10

309947-86-2, di-tert-butyl 9H-purin-6-yliMidodicarbonateRelated Search:


  • di-tert-butyl 9H-purin-6-yliMidodicarbonate
  • IMidodicarbonic acid, 2-(9H-purin-6-yl)-, 1,3-bis(1,1-diMethylethyl) ester
  • tert-Butyl N-tert-butoxycarbonyl-N-(7H-purin-6-yl)carbamate
  • tert-butyl N-[(2-methylpropan-2-yl)oxycarbonyl]-N-(7H-purin-6-yl)carbamate
  • tert-butyl N-[(tert-butoxy)carbonyl]-N-(9H-purin-6-yl)carbamate
  • N-[(2-methylpropan-2-yl)oxy-oxomethyl]-N-(7H-purin-6-yl)carbamic acid tert-butyl ester
  • 6-[Bis(Boc)amino]purine
  • 6,6-di-Boc-adenine
  • N6,N6-bis(tert-butoxycarbonyl)adenine
  • 1,3-Bis(1,1-dimethylethyl) 2-(9H-purin-6-yl)imidodicarbonate
  • N6,N6-diBocadenine
  • 6,6-di-Boc-adenine/6-[Bis(Boc)amino]purine
  • tert-butyl N-[(tert-butoxy)carbonyl]-N-(9H-purin-6-yl)carbamate - [B22960]
  • 309947-86-2