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HCID 11562815, compound → HCID 11611759, compound

HRID 2250811
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Reaction equation

HRID 2250811 reaction equation
[OH:1][C@@H:2]([CH2:35][CH2:36][CH3:37])[C@@H:3]([NH:10][C:11](=[O:34])[CH2:12][C:13]([NH:15][C:16]1[CH:17]=[C:18]([NH:26]C(=O)OC(C)(C)C)[CH:19]=[C:20]([C:22]([F:25])([F:24])[F:23])[CH:21]=1)=[O:14])[CH2:4][NH:5][CH2:6][CH:7]([CH3:9])[CH3:8]>C(Cl)Cl>[NH2:26][C:18]1[CH:17]=[C:16]([NH:15][C:13](=[O:14])[CH2:12][C:11]([NH:10][C@H:3]([C@@H:2]([OH:1])[CH2:35][CH2:36][CH3:37])[CH2:4][NH:5][CH2:6][CH:7]([CH3:8])[CH3:9])=[O:34])[CH:21]=[C:20]([C:22]([F:25])([F:24])[F:23])[CH:19]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 11562815HCID 11562815, compound

Product 1

HCID 11611759HCID 11611759, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A sample of tert-butyl 3-(3-((2S,3S)-3-hydroxy-1-(isobutylamino)hexan-2-ylamino)-3-oxopropanamido)-5-(trifluoromethyl)phenylcarbamate (86 mg, title compound from Example 24) was dissolved in methylene chloride (2 mL). The resultant solution was cooled to 0° C. and charged with trifluoroacetic acid (1 mL). The mixture was allowed to warm to RT and stirred for 45 min before being concentrated in vacuo. The residue was purified by RP-HPLC to afford the TFA salt of the title compound as a white powder after lyopholization. MS found: (M+H)+=433.3.

Sources & evidence

ORD record
ord-9083e626f67343dd8130945c5fb93e87
Source dataset
uspto-grants-2008_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07317019B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes