4-(N-Boc-amino)piperidine → (4-Amino-piperidin-1-yl)-((R)-3-amino-pyrrolidin-1-yl)-methanone

HRID 215868Notes

Reaction equation

HRID 215868 reaction equation
N[CH:2]1[CH2:7]C[CH:5]([NH:8][C:9]([N:11]2[CH2:15][CH2:14][C@@H:13]([NH2:16])[CH2:12]2)=[O:10])[CH2:4][CH2:3]1.C(OC(=O)[NH:23]C1CCNCC1)(C)(C)C>>[NH2:23][CH:3]1[CH2:2][CH2:7][N:8]([C:9]([N:11]2[CH2:15][CH2:14][C@@H:13]([NH2:16])[CH2:12]2)=[O:10])[CH2:5][CH2:4]1

Participants

3

Reactant 2

HCID 7238334-(N-Boc-amino)piperidineHCID 67022910(R)-3-Amino-pyrrolidine-1-carboxylic acid (4-amino-cyclohexyl)-amide

Product 1

HCID 67022950(4-Amino-piperidin-1-yl)-((R)-3-amino-pyrrolidin-1-yl)-methanone

Procedure

(4-Amino-piperidin-1-yl)-((R)-3-amino-pyrrolidin-1-yl)-methanone is prepared analogously to (R)-3-amino-pyrrolidine-1-carboxylic acid (4-amino-cyclohexyl)-amide (Intermediate IF) by replacing (4-amino-cyclohexyl)-carbamic acid tert-butyl ester with piperidin-4-yl-carbamic acid tert-butyl ester.

Sources & evidence

ORD record
ord-ef73d520d4824a128627fa3b04cf99cd
Source dataset
uspto-grants-2012_06
Patent number
US08193164B2

Reaction notes

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