HCID 20481697, compound → HCID 20481689, compound

HRID 1648737Notes

Reaction equation

HRID 1648737 reaction equation
[OH:1][C:2]([CH3:33])([CH2:26][CH:27]1[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1)[CH2:3][CH2:4][NH:5][CH:6]([CH2:12][CH2:13][CH2:14][CH2:15][C:16]#[C:17][CH2:18][O:19][CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][O:21]1)[C:7]([O:9][CH2:10][CH3:11])=[O:8]>C(COC)OC.[Pd]>[OH:1][C:2]([CH3:33])([CH2:26][CH:27]1[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]1)[CH2:3][CH2:4][NH:5][CH:6]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][O:19][CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][O:21]1)[C:7]([O:9][CH2:10][CH3:11])=[O:8]

Participants

4

Reactant 1

HCID 20481697HCID 20481697, compound

Product 1

HCID 20481689HCID 20481689, compoundYield 99.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 80711,2-DimethoxyethaneSolvent

Procedure

Ethyl 2-(3'-hydroxy-3'-methyl-4'-cyclohexyl-n-butyl)amino-9-tetrahydropyranyloxy-non-7-ynoate (7 g) was hydrogenated over 10% Pd/C (1.4 g) in dry dimethoxyethane (100 ml) at atmospheric pressure and room temperature. When hydrogen absorption was completed, the mixture was filtered through Kieselguhr, and the filtrate was evaporated in vacuo to give ethyl 2-(3'-hydroxy-3'-methyl-4'-cyclohexyl-n-butyl)amino-9-tetrahydropyranyloxy-nonanoate (7 g) as a pale yellow oil.

Workup

  1. customWhen hydrogen absorption
  2. filtrationthe mixture was filtered through Kieselguhr
  3. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-7cb6ff15be164cdc94804668ba407264
Source dataset
uspto-grants-1983_11
Patent number
US04413002

Reaction notes

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