Piperidine → HCID 67303431, compound

HRID 2274688Notes

Reaction equation

[CH2:1]([N:8]([CH2:42][CH:43]([O:47][CH2:48][CH3:49])[O:44][CH2:45][CH3:46])[C:9](=[O:41])[C@@H:10]([NH:23]C(=O)OCC1C2C=CC=CC=2C2C1=CC=CC=2)[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[CH:14][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1CCCCC1>>[NH2:23][C@@H:10]([CH2:11][C:12]1[CH:13]=[CH:14][C:15]([O:18][C:19]([CH3:21])([CH3:20])[CH3:22])=[CH:16][CH:17]=1)[C:9]([N:8]([CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[CH2:42][CH:43]([O:47][CH2:48][CH3:49])[O:44][CH2:45][CH3:46])=[O:41]

Participants

Reactant 2

HCID 8082Piperidine

HCID 67448813HCID 67448813, compound

Product 1

HCID 67303431HCID 67303431, compoundYield 106.4%

Procedure

According to the procedure described in the synthesis method of Compound IV-1, (S)-(9H-fluoren-9-yl)methyl 1-(benzyl(2,2-diethoxyethyl)amino)-3-(4-tert-butoxyphenyl)-1-oxopropan-2-ylcarbamate (Compound III-13) (3.22 g, 4.8 mmol) was treated with piperidine and the obtained residue was purified by silica gel column chromatography (eluent: n-hexane:ethyl acetate=9:1, chloroform:methanol=100:0 and 8:2) to obtain the title compound (2.26 g, 106%).

Workup

customthe obtained residue was purified by silica gel column chromatography (eluent: n-hexane:ethyl acetate=9:1, chloroform:methanol=100:0 and 8:2)

Sources & evidence

ORD record: ord-a85942ea30db4495b78b1b25cc516714
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09126981B2

Reaction notes

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