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190792-74-6

190792-74-6 Structure

190792-74-6 Structure
IdentificationBack Directory
[Name]

(3S,4S)-N-Boc-3-amino-4-hydroxypyrrolidine
[CAS]

190792-74-6
[Synonyms]

(3S,4S)-N-Boc-4-hydroxypyrrolidine
1-Boc-(3S,4S)-3-aMino-4-hydroxypyrrolidine
(3s,4s)-n-boc-3-amino-4-hydroxypyrrolidine
(3S,4S)-1-BOC-3-AMINO-4-HYDROXYPYRROLIDINE
Trans-(3S,4S)-1-Boc-3-aMino-4-hydroxypyrrolidine
(3S,4S)-N-Boc-3-amino-4-hydroxypyrrolidine USP/EP/BP
tert-butyl (3S,4S)-3-amino-4-hydroxypyrrolidine-1-carboxylate
(3S,4S)-tert-Butyl 3-amino-4-hydroxypyrrolidine-1-carboxylate
(3S,4S)-4-aMino-1-N-tert-butyloxycarbonyl-3-hydroxypyrrolidine
tert-Butyl (3R,4R)-3-amino-4-hydroxypyrrolidine-1-carboxylate 97%
(3S,4S)-3-Amino-4-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester
1-Pyrrolidinecarboxylicacid,3-amino-4-hydroxy-,1,1-dimethylethylester,(3S,4S)-(9CI)
1-Pyrrolidinecarboxylic acid, 3-amino-4-hydroxy-, 1,1-dimethylethyl ester, (3S,4S)-
[Molecular Formula]

C9H18N2O3
[MDL Number]

MFCD11111139
[MOL File]

190792-74-6.mol
[Molecular Weight]

202.25
Chemical PropertiesBack Directory
[Boiling point ]

308.8±42.0 °C(Predicted)
[density ]

1.179
[storage temp. ]

2-8°C(protect from light)
[pka]

14.36±0.40(Predicted)
[Appearance]

White to off-white Solid
[Optical Rotation]

2.4° (C=0.01 g/ml, ETOH)
[InChI]

InChI=1S/C9H18N2O3/c1-9(2,3)14-8(13)11-4-6(10)7(12)5-11/h6-7,12H,4-5,10H2,1-3H3/t6-,7-/m0/s1
[InChIKey]

MOZOQDNRVPHFOO-BQBZGAKWSA-N
[SMILES]

N1(C(OC(C)(C)C)=O)C[C@H](O)[C@@H](N)C1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
Hazard InformationBack Directory
[Uses]

(3S,4S)-N-Boc-3-amino-4-hydroxypyrrolidine is used as a pharmaceutical intermediate.
[Synthesis]

1-Pyrrolidinecarboxylic acid, 3-azido-4-[(trimethylsilyl)oxy]-, 1,1-dimethylethyl ester, (3S,4S)-

1202067-33-1

(3S,4S)-N-Boc-3-amino-4-hydroxypyrrolidine

190792-74-6

General procedure for the synthesis of 1-Boc-(3S,4S)-3-amino-4-hydroxypyrrolidine from the compound (CAS:1202067-33-1): trifluoroacetic acid (TFA, 3 drops) was added to a methanol (50 mL) solution of Intermediate 11 (5.1 g, 17.1 mmol) and the mixture was stirred for 2 hours. Subsequently, platinum oxide (100 mg, 0.44 mmol) was added to the mixture and stirred under hydrogen atmosphere for 18 hours. After completion of the reaction, the mixture was filtered through diatomaceous earth and the solvent was removed by vacuum evaporation. The crude product was recrystallized by dichloromethane (DCM) to afford 1-Boc-(3S,4S)-3-amino-4-hydroxypyrrolidine as a white solid (2.42 g, 71% yield). NMR hydrogen spectral (CDCl3) data: δ 3.99 (1H, m), 3.70 (2H, m), 3.34 (2H, m), 3.12 (1H, m), 1.48 (9H, s).

[References]

[1] Patent: WO2009/153554, 2009, A1. Location in patent: Page/Page column 40
Spectrum DetailBack Directory
[Spectrum Detail]

(3S,4S)-N-Boc-3-amino-4-hydroxypyrrolidine(190792-74-6)1HNMR
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