Hydrochloric Acid → HCID 67322661, compound

HRID 1401783Notes

Reaction equation

HRID 1401783 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([NH:34][C@H:35]([C:39](O)=[O:40])[C@@H:36]([CH3:38])[OH:37])=O)(C)(C)C.Cl>O1CCOCC1>[NH2:34][C@@H:35]([C@H:36]([OH:37])[CH3:38])[C:39]([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:40]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 2724766N-tert-Butoxycarbonyl-L-threonineHCID 67166643HCID 67166643, compound

Product 1

HCID 67322661HCID 67322661, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The preparation was carried out analogously starting from 200 mg (0.47 mmol) of 4-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidine hydrochloride and 113 mg (0.52 mmol) of N-(tert-butoxycarbonyl)-L-threonine. The protecting group was cleaved off as already described using HCl in dioxane. The product was purified by means of preparative HPLC and is in the form of the hydrochloride.

Workup

  1. customThe product was purified by means of preparative HPLC

Sources & evidence

ORD record
ord-d0bb4ecfde2e45f392a80def9e93de22
Source dataset
uspto-grants-2014_12
Patent number
US08907098B2

Reaction notes

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