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32703-87-0

32703-87-0 Structure

32703-87-0 Structure
IdentificationBack Directory
[Name]

BOC-BETA-ALA-OSU
[CAS]

32703-87-0
[Synonyms]

Boc-β-Ala-Osu
BOC-BETA-ALA-OSU
BOC-BETA-ALANINE-OSU
BOC-B-ALANINE HYDROXYSUCCINIMIDESTER
Boc-β-Alanine N-hydroxysuccinimide ester
BOC-BETA-ALANINE HYDROXYSUCCINIMIDE ESTER
N-Boc-^b-alanine N-succinimidyl ester, 98%
BOC-BETA-ALANINE N-HYDROXYSUCCINIMIDE ESTER
N-Boc-beta-alanine N-hydroxysuccinimide ester
N-Boc-^b-alanine hydroxysucciniMide ester, 98%
Boc-β-alanineN-hydroxysuccinimide ester≥ 98% (HPLC)
N-BETA-T-BOC-BETA-ALANINE N-HYDROXYSUCCINIMIDE ESTER
N-tertiarybutoxycarbonyl-β-alanine N-hydroxysuccinimide ester
N-tert-Butyloxycarbonyl-beta-alanine N-hydroxysuccinimide ester
2,5-dioxopyrrolidin-1-yl 3-(tert-butoxycarbonylamino)propanoate
Carbamic acid, [3-[(2,5-dioxo-1-pyrrolidinyl)oxy]-3-oxopropyl]-,1,1-dimethylethyl ester
[Molecular Formula]

C12H18N2O6
[MDL Number]

MFCD00038647
[MOL File]

32703-87-0.mol
[Molecular Weight]

286.28
Chemical PropertiesBack Directory
[Melting point ]

100-101 °C
[density ]

1.28±0.1 g/cm3(Predicted)
[storage temp. ]

-15°C
[pka]

11.98±0.46(Predicted)
[Appearance]

White to off-white Solid
[CAS DataBase Reference]

32703-87-0
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332-H315-H319
[Precautionary statements ]

P501-P261-P270-P271-P264-P280-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330-P302+P352+P312-P304+P340+P312
Hazard InformationBack Directory
[Chemical Properties]

White to off-white powder
[Uses]

Boc-beta-Ala-OSu
[Synthesis]

N-Hydroxysuccinimide

6066-82-6

Boc-beta-alanine

3303-84-2

BOC-BETA-ALA-OSU

32703-87-0

In a dry reaction flask equipped with a magnetic stirrer, Boc-β-alanine (0.50 g, 2.64 mmol) and N-hydroxybutanediimide (0.31 g, 2.72 mmol, 1.03 equiv) were dissolved in 3 mL of anhydrous dioxane. Subsequently, 1.25 equivalents of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC-HCl, 0.63 g, 3.3 mmol) was added. The reaction solution became turbid and 2 mL of anhydrous dioxane was added additionally. The reaction mixture was stirred under nitrogen protection for 30 min, followed by continued stirring at room temperature overnight. Upon completion of the reaction, the solvent was evaporated under reduced pressure. The residue was dissolved with chloroform and washed three times (3×) with water. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting product was recrystallized in ethanol and dried in a desiccator to afford 2,5-dioxopyrrolidin-1-yl 3-((tert-butoxycarbonyl)amino)propionate (0.47 g, 62% yield). The 1H NMR spectral data of the product were in agreement with those reported in the literature.

[References]

[1] ACS Medicinal Chemistry Letters, 2018, vol. 9, # 6, p. 557 - 561
[2] Patent: WO2017/53486, 2017, A1. Location in patent: Page/Page column 11
[3] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981, p. 529 - 537
[4] Bioorganic and Medicinal Chemistry Letters, 1998, vol. 8, # 24, p. 3603 - 3608
[5] Chemical Communications, 2010, vol. 46, # 20, p. 3553 - 3555
Spectrum DetailBack Directory
[Spectrum Detail]

BOC-BETA-ALA-OSU(32703-87-0)1HNMR
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