1-Boc-Pyrrolidine synthesis
- Product Name:1-Boc-Pyrrolidine
- CAS Number:86953-79-9
- Molecular formula:C9H17NO2
- Molecular Weight:171.24
123-75-1
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24424-99-5
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86953-79-9
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Yield:86953-79-9 100%
Reaction Conditions:
with triethylamine in dichloromethane at 0 - 20; for 1 h;
Steps:
19.1.A Example19: Compound 61 (3'S,5'S)-2-benzyl-l'-(2,2-diphenylacetyl)-[l,3'- bipyrrolidine]-5'-carboxylic acid 1. Procedure for the preparation of2-benzyl pyrrolidine.
Racemic 2-benzyl pyrrolidine was synthesized using a modified literature procedure (the Sparteine chiral ligand was omitted), see: J. Am. Chem. Soc. 1994, 116, 3231 as follows: A) Procedure for the preparation of Boc-protected pyrrolidine To a stirred mixture of pyrrolidine (10.0 g, 0.14 mol) in DCM (150 mL) at 0°C was added TEA (15.6 g, 0.15 mol) followed by (Boc)20 (30.6 g, 0.14 mol) and the mixture was stirred at RT for 1 h, TLC showed that pyrrolidine had disappeared. The mixture was washed with a 1 M aqueous HC1 solution (100 mL), brine, dried over Na2S04, filtered and concentrated in vacuo to give the product (24.0 g, 100%) as a colorless oil, which was used in the next step directly.
References:
SPINIFEX PHARMACEUTICALS PTY LTD;MCCARTHY, Thomas David;NAYLOR, Alan WO2013/102242, 2013, A1 Location in patent:Page/Page column 94; 95
5176-27-2
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86953-79-9
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15761-39-4
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109-96-6
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73286-70-1
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86953-79-9
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151259-38-0
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86953-79-9
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