Trifluoroacetic acid → HCID 12144703, compound

HRID 392679Notes

Reaction equation

HRID 392679 reaction equation
[C@@:1]12([CH2:11]S(O)(=O)=O)[C:8]([CH3:10])(C)[CH:5]([CH2:6][CH2:7]1)CC2=O.[C@@:16]12(CS(O)(=O)=O)C(C)(C)C(CC1)C[C:17]2=[O:18].[NH:31]1[CH2:36][CH2:35][NH:34][CH2:33][C@@H:32]1[C:37]([OH:39])=O.C(OC(N1[CH2:52][CH2:51][N:50]([CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH3:59])[C@@H](CO)C1)=O)(C)(C)C.FC(F)(F)[C:64](O)=[O:65]>ClCCl>[CH2:11]([N:31]1[CH2:36][CH2:35][N:34]([CH2:16][CH:17]([OH:18])[C:55]2[C:56]3[C:51](=[CH:52][CH:59]=[C:58]([O:65][CH3:64])[CH:57]=3)[N:50]=[CH:53][CH:54]=2)[CH2:33][C@@H:32]1[CH2:37][OH:39])[CH2:1][CH2:7][CH2:6][CH2:5][CH2:8][CH3:10]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 53939994HCID 53939994, compoundHCID 87999076HCID 87999076, compound

Product 1

HCID 12144703HCID 12144703, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

[2R]-Piperazine-2-carboxylic acid di-(R)-camphor-10-sulfonic acid salt was converted to [2R]-4-t-butoxycarbonyl-1-heptyl-2-hydroxymethylpiperazine by the method of Example 1(b-e). Deprotection of a sample (0.38 g ) with trifluoroacetic acid in dichloromethane, followed by reaction with Example 1(f)(0.36 g) by the method of Example 1(g) gave an oil (0.275 g).

Sources & evidence

ORD record
ord-e3e21c1aef0147b6bae636138385efd1
Source dataset
uspto-grants-2004_10
Patent number
US06803369B1

Reaction notes

Loading…