HCID 178453525, compound → HCID 178453569, compound

HRID 1802081Notes

Reaction equation

[C:1]([O:5][C:6](=[O:45])[NH:7][C:8]([C:24]1[CH:33]=[CH:32][C:31]2[C:26](=[CH:27][CH:28]=[C:29]([O:34][C@H:35]3[CH2:40][CH2:39][C@H:38]([C:41]([CH3:44])([CH3:43])[CH3:42])[CH2:37][CH2:36]3)[CH:30]=2)[N:25]=1)([CH3:23])[CH2:9][O:10][P:11]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])([CH3:4])([CH3:3])[CH3:2].C(OC(=O)NC(C1C=CC2C(=CC=C(O[C@H]3CC[C@H](C(C)(C)C)CC3)C=2[C:67]([F:70])([F:69])[F:68])N=1)(C)CO)(C)(C)C>>[C:1]([O:5][C:6](=[O:45])[NH:7][C:8]([C:24]1[CH:33]=[CH:32][C:31]2[C:26](=[CH:27][CH:28]=[C:29]([O:34][C@H:35]3[CH2:36][CH2:37][C@H:38]([C:41]([CH3:44])([CH3:43])[CH3:42])[CH2:39][CH2:40]3)[C:30]=2[C:67]([F:70])([F:69])[F:68])[N:25]=1)([CH3:23])[CH2:9][O:10][P:11]([O:13][C:14]([CH3:15])([CH3:16])[CH3:17])([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:12])([CH3:2])([CH3:3])[CH3:4]

Participants

Reactant 2

HCID 178453525HCID 178453525, compound

HCID 178453572HCID 178453572, compound

Product 1

HCID 178453569HCID 178453569, compoundYield 68%

Procedure

[1-[6-(trans-4-tert-Butyl-cyclohexyloxy)-5-trifluoromethyl-quinolin-2-yl]-2-(di-tert-butoxy-phosphoryloxy)-1-methyl-ethyl]-carbamic acid tert-butyl ester Enantiomer 1 was synthesized as per [1-[6-(trans-4-tert-Butyl-cyclohexyloxy)-quinolin-2-yl]-2-(di-tert-butoxy-phosphoryloxy)-1-methyl-ethyl]-carbamic acid tert-butyl ester Enantiomer 1 (Example 29) in 68% yield using {1-[6-(trans-4-tert-Butyl-cyclohexyloxy)-5-trifluoromethyl-quinolin-2-yl]-2-hydroxy-1-methyl-ethyl}-carbamic acid tert-butyl ester Enantiomer 1 as starting material.

Sources & evidence

ORD record: ord-2e5fe919446f4275a79b6fe1bb2a2ea5
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08349849B2

Reaction notes

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