Cyclohexanemethylamine → HCID 70033211, compound

HRID 1060612Notes

Reaction equation

[CH2:1]([NH:8][C:9]([CH:11]1[CH2:23][N:21]2[C:22]3[CH:14]([CH:15]([NH:24][C:25](=[O:38])[CH:26]([CH2:34][CH:35]([CH3:37])[CH3:36])[CH:27]([CH2:31][CH2:32][CH3:33])[C:28]([NH2:30])=[O:29])[CH2:16][CH2:17][C:18]=3[CH:19]=[CH:20]2)[C:13](=[O:39])[CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(CN)CCCCC1>>[CH:2]1([CH2:1][NH:8][C:9]([CH:11]2[CH2:23][N:21]3[C:22]4[CH:14]([CH:15]([NH:24][C:25](=[O:38])[CH:26]([CH2:34][CH:35]([CH3:36])[CH3:37])[CH:27]([CH2:31][CH2:32][CH3:33])[C:28]([NH2:30])=[O:29])[CH2:16][CH2:17][C:18]=4[CH:19]=[CH:20]3)[C:13](=[O:39])[CH2:12]2)=[O:10])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

Reactant 2

HCID 76688Cyclohexanemethylamine

HCID 70033043HCID 70033043, compound

Product 1

HCID 70033211HCID 70033211, compoundYield 32%

Procedure

The compound of Example 3f was synthesized in a manner similar to the synthesis of the compound of Example 3a, but using cyclohexylmethylamine as the amine in the last step. Cleavage of 100 mg of functionalized resin (0.53 mmol/g) and purification by RP-HPLC provided 9.0 mg (32%) of the title compound as a white powder. MS (M+H)+=539.5.

Workup

customCleavage of 100 mg of functionalized resin (0.53 mmol/g) and purification by RP-HPLC

Sources & evidence

ORD record: ord-ee61fa097d354a0997373f5e9211dfa7
Source dataset: uspto-grants-2003_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06525044B2

Reaction notes

Loading…