Triethylamine → (3S,4S)-3-[2-(4-Methoxy-benzyl)-1-oxo-2,8-diaza-spiro[4.5]dec-8-ylmethyl]-4-phenyl-pyrrolidine-1-carboxylic Acid Tert-Butyl Ester

HRID 1182168Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1182168
Cl.[CH3:2][O:3][C:4]1[CH:21]=[CH:20][C:7]([CH2:8][N:9]2[CH2:13][CH2:12][C:11]3([CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)[C:10]2=[O:19])=[CH:6][CH:5]=1.C(N(CC)CC)C.[C:29]([O:33][C:34]([N:36]1[CH2:40][C@H:39]([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[C@@H:38]([CH:47]=O)[CH2:37]1)=[O:35])([CH3:32])([CH3:31])[CH3:30].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCl>[C:29]([O:33][C:34]([N:36]1[CH2:40][C@H:39]([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[C@@H:38]([CH2:47][N:16]2[CH2:15][CH2:14][C:11]3([C:10](=[O:19])[N:9]([CH2:8][C:7]4[CH:6]=[CH:5][C:4]([O:3][CH3:2])=[CH:21][CH:20]=4)[CH2:13][CH2:12]3)[CH2:18][CH2:17]2)[CH2:37]1)=[O:35])([CH3:32])([CH3:30])[CH3:31]

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 5049666Sodium triacetoxyborohydrideHCID 450741222,8-Diazaspiro[4.5]decan-1-one, 2-[(4-methoxyphenyl)methyl]-, (Hydrochloride) (1:1)HCID 58981949(3R,4S)-3-formyl-4-phenyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 11284019(3S,4S)-3-[2-(4-Methoxy-benzyl)-1-oxo-2,8-diaza-spiro[4.5]dec-8-ylmethyl]-4-phenyl-pyrrolidine-1-carboxylic Acid Tert-Butyl Ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To 3.41 g of 2-(4-methoxy-benzyl)-2,8-diaza-spiro[4.5]decan-1-one hydrochloride (12.3 mmol) in dichloromethane (50 mL) was added triethylamine (1.71 mL, 12.3 mmol) followed by 3.85 g of (3R,4S)-3-formyl-4-phenyl-pyrrolidine-1-carboxylic acid tert-butyl ester (12.3 mmol) in dichloromethane (75 mL) and stirred for 1 h at room temperature. Sodium triacetoxyborohydride (3.91 g, 18.4 mmol) was then added and the reaction mixture stirred overnight at room temperature.

Aufarbeitung

  1. stirringthe reaction mixture stirred overnight at room temperature

Quellen und Nachweise

ORD-Eintrag
ord-cc007023722e4e78b65d7da5bc0be681
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07288548B2

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