Piperidine → HCID 86749432, compound

HRID 1720800Notes

Reaction equation

HRID 1720800 reaction equation
[C:1]([O:5][C:6](=[O:90])[C@@H:7]([CH2:81][CH2:82][C:83]([O:85][C:86]([CH3:89])([CH3:88])[CH3:87])=[O:84])[NH:8][C:9](=[O:80])[C:10]1[CH:15]=[CH:14][C:13]([CH2:16][NH:17][C:18](=[O:79])[CH:19]([NH:61]C(OCC2C3C=CC=CC=3C3C2=CC=CC=3)=O)[CH2:20][S:21][CH2:22][C@H:23]([O:43][C:44](=[O:60])[CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH3:59])[CH2:24][O:25][C:26](=[O:42])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])=[CH:12][CH:11]=1)([CH3:4])([CH3:3])[CH3:2].N1CCCCC1>ClCCl>[C:1]([O:5][C:6](=[O:90])[C@@H:7]([CH2:81][CH2:82][C:83]([O:85][C:86]([CH3:87])([CH3:89])[CH3:88])=[O:84])[NH:8][C:9](=[O:80])[C:10]1[CH:11]=[CH:12][C:13]([CH2:16][NH:17][C:18](=[O:79])[CH:19]([NH2:61])[CH2:20][S:21][CH2:22][C@H:23]([O:43][C:44](=[O:60])[CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH3:59])[CH2:24][O:25][C:26](=[O:42])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])=[CH:14][CH:15]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 86749433HCID 86749433, compound

Product 1

HCID 86749432HCID 86749432, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (2R,6R) 4-[2-(9-fluorenylmethyloxycarbonylamino)-6,7-bis(palmitoyloxy)-4-thiaheptanoylaminomethyl]benzoyl-glutamic acid di-t-butyl ester as obtained in Reference Example 38 (243 mg) in dichloromethane (0.5 ml)-piperidine (2 ml) was stirred at room temperature for 30 minutes. After solvent concentration under reduced pressure, the resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1 to 1:3) to yield the title compound (195 mg, yield 97%) as a colorless wax-like substance.

Workup

  1. concentrationAfter solvent concentration under reduced pressure
  2. customthe resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1 to 1:3)

Sources & evidence

ORD record
ord-d753f9d0a11f4cdf8ee02a1c65aae617
Source dataset
uspto-grants-1996_04
Patent number
US05506267

Reaction notes

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