HCID 67166643, compound → HCID 68380864, compound

HRID 1401788Notes

Reaction equation

Cl.[CH3:2][C:3]1([CH3:26])[CH2:12][CH2:11][C:10]([CH3:14])([CH3:13])[C:9]2[CH:8]=[C:7]([C:15]3[N:16]=[C:17]([CH:20]4[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]4)[S:18][CH:19]=3)[CH:6]=[CH:5][C:4]1=2.C(OC([CH2:34][NH:35][C@@H:36]([CH2:40][OH:41])[C:37](O)=[O:38])=O)(C)(C)C>>[OH:41][CH2:40][C@H:36]([NH:35][CH3:34])[C:37]([N:23]1[CH2:24][CH2:25][CH:20]([C:17]2[S:18][CH:19]=[C:15]([C:7]3[CH:6]=[CH:5][C:4]4[C:3]([CH3:26])([CH3:2])[CH2:12][CH2:11][C:10]([CH3:13])([CH3:14])[C:9]=4[CH:8]=3)[N:16]=2)[CH2:21][CH2:22]1)=[O:38]

Participants

Reactant 2

HCID 67166643HCID 67166643, compound

HCID 86671825HCID 86671825, compound

Product 1

HCID 68380864HCID 68380864, compound

Procedure

The preparation was carried out analogously starting from 50 mg (0.12 mmol) of 4-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidine hydrochloride and 30 mg (0.13 mmol) of (S)-2-(tert-butoxycarbonylmethylamino)-3-hydroxypropionic acid. The product was purified by means of flash chromatography on silica gel. The protecting group was cleaved off analogously using HCl in methanol. The product is in the form of the hydrochloride.

Workup

customThe product was purified by means of flash chromatography on silica gel

Sources & evidence

ORD record: ord-06bd12276f554534802b40695db6377f
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08907098B2

Reaction notes

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