HCID 68381095, compound → HCID 67325422, compound

HRID 1401787Notes

Reaction equation

Cl.[CH3:2][C:3]1([CH3:27])[CH2:12][CH2:11][C:10]([CH3:14])([CH3:13])[C:9]2[CH:8]=[C:7]([C:15]3[N:16]=[C:17]([N:20]4[CH2:25][CH2:24][CH:23]([NH2:26])[CH2:22][CH2:21]4)[S:18][CH:19]=3)[CH:6]=[CH:5][C:4]1=2.C(OC([CH2:35][NH:36][C@@H:37]([CH2:41][OH:42])[C:38](O)=[O:39])=O)(C)(C)C>>[OH:42][CH2:41][C@H:37]([NH:36][CH3:35])[C:38]([NH:26][CH:23]1[CH2:24][CH2:25][N:20]([C:17]2[S:18][CH:19]=[C:15]([C:7]3[CH:6]=[CH:5][C:4]4[C:3]([CH3:27])([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:39]

Participants

Reactant 2

HCID 68381095HCID 68381095, compound

HCID 86671825HCID 86671825, compound

Product 1

HCID 67325422HCID 67325422, compound

Procedure

The preparation was carried out analogously starting from 50 mg (0.12 mmol) of 1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamine hydrochloride and 33 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.

Workup

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

Sources & evidence

ORD record: ord-067ba33631f34dae9912fb827c2e5d4a
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08907098B2

Reaction notes

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