1-Boc-3-aminopyrrolidine → HCID 89561391, compound

HRID 1525129Notes

Reaction equation

HRID 1525129 reaction equation
[CH2:1]([O:8][C:9](=[O:15])[NH:10][CH2:11][C@@H:12]1[CH2:14][O:13]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:16][CH:17]1[CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18]1>CC#N>[C:25]([O:24][C:22]([N:19]1[CH2:20][CH2:21][CH:17]([NH:16][CH2:14][C@H:12]([OH:13])[CH2:11][NH:10][C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:15])[CH2:18]1)=[O:23])([CH3:28])([CH3:26])[CH3:27]

Participants

4

Reactant 2

HCID 27563701-Boc-3-aminopyrrolidineHCID 87949867HCID 87949867, compound

Product 1

HCID 89561391HCID 89561391, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound was prepared in analogy to Example 17, step 17.1, starting from [(2R)-oxiranylmethyl]-carbamic acid benzyl ester (8.23 g; prepared according to WO 2004/002973) and rac-3-amino-1-Boc-pyrrolidine (7.40 g; commercial) in MeCN (300 mL), affording a colourless oil (10.7 g; 68% yield).

Workup

  1. customaffording a colourless oil (10.7 g; 68% yield)

Sources & evidence

ORD record
ord-4fba7eaff96f4227bd196fe8bce2f468
Source dataset
uspto-grants-2015_07
Patent number
US09079922B2

Reaction notes

Loading…