Methyl L-tert-leucinate hydrochloride → HCID 178445946, compound

HRID 1984848Notes

Reaction equation

[C:1]([C@H:5]1[CH2:10][CH2:9][C@H:8]([O:11][C:12]2[CH:21]=[C:20]3[C:15]([CH:16]=[C:17]([C:28](O)=[O:29])[N:18]=[C:19]3[CH2:22][CH:23]3[CH2:27][CH2:26][CH2:25][CH2:24]3)=[CH:14][CH:13]=2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].Cl.C[O:33][C:34](=[O:41])[C@@H:35]([NH2:40])[C:36]([CH3:39])([CH3:38])[CH3:37]>>[C:1]([C@H:5]1[CH2:6][CH2:7][C@H:8]([O:11][C:12]2[CH:21]=[C:20]3[C:15]([CH:16]=[C:17]([C:28]([NH:40][C@H:35]([C:36]([CH3:39])([CH3:38])[CH3:37])[C:34]([OH:33])=[O:41])=[O:29])[N:18]=[C:19]3[CH2:22][CH:23]3[CH2:24][CH2:25][CH2:26][CH2:27]3)=[CH:14][CH:13]=2)[CH2:9][CH2:10]1)([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 16217630Methyl L-tert-leucinate hydrochloride

HCID 178445792HCID 178445792, compound

Product 1

HCID 178445946HCID 178445946, compoundYield 85.1%

Procedure

50 mg (0.12) of 7-(4-tert-Butyl-cyclohexyloxy)-1-cyclopentylmethyl-isoquinoline-3-carboxylic acid (Example 430) was reacted with (2S)-amino-3,3-dimethyl-butyric acid methyl ester HCL (24.7 mg, 0.14 mmol) as described in general procedure A. The resulting ester was hydrolyzed by sonication at rt for 3 h and then usual work up as described in general procedure C afforded 54.3 mg of the title compound as a white solid.

Sources & evidence

ORD record: ord-1e5d75277ce548bf90fdf6c08a8fdf74
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07544699B2

Reaction notes

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