8-Methylidene-1,4-dioxaspiro[4.5]decane → HCID 56646683, compound

HRID 2040871Notes

Reaction equation

HRID 2040871 reaction equation
[C:1]1([C:7]#[C:8][C:9]2[CH2:13][C:12]3([CH2:18][CH2:17]N(C(OC(C)(C)C)=O)[CH2:15][CH2:14]3)[O:11][N:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C=C1CC[C:30]2([O:34][CH2:33][CH2:32][O:31]2)CC1>>[C:1]1([C:7]#[C:8][C:9]2[CH2:13][C:12]3([CH2:14][CH2:15][C:30]4([O:34][CH2:33][CH2:32][O:31]4)[CH2:17][CH2:18]3)[O:11][N:10]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 109537438-Methylidene-1,4-dioxaspiro[4.5]decaneHCID 57493807Tert-butyl 3-(phenylethynyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-8-carboxylate

Product 1

HCID 56646683HCID 56646683, compoundYield 44.9%

Procedure

The title compound was synthesized using the same method described for Compound 1b but using Compound 31a instead of N-Boc-4-methylenepiperidine. After the usual work-up procedure, the title product was purified by automated RP chromatography (Isolera®TM-Biotage; gradient buffer NH4HCO3-MeCN from 40-60 a 20-80. Yield: 44.9%.

Workup

  1. customAfter the usual work-up procedure, the title product was purified by automated RP chromatography (Isolera®TM-Biotage

Sources & evidence

ORD record
ord-2f66bd1b8c8e4ef7844311e0afe854de
Source dataset
uspto-grants-2013_11
Patent number
US08580962B2

Reaction notes

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