tert-butyl (4-hydroxy-4-methyl-1-(2-oxodihydrofuran-3-ylidene)pentan-2-yl)carbamate

Base Information

Chemical Name:tert-butyl (4-hydroxy-4-methyl-1-(2-oxodihydrofuran-3-ylidene)pentan-2-yl)carbamate
CAS No.:1416253-42-3
Molecular Formula:C₂₄H₂₉NO₃
Molecular Weight:379.499
Hs Code.:

Synonyms:tert-butyl (4-hydroxy-4-methyl-1-(2-oxodihydrofuran-3-ylidene)pentan-2-yl)carbamate

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Chemical Property of tert-butyl (4-hydroxy-4-methyl-1-(2-oxodihydrofuran-3-ylidene)pentan-2-yl)carbamate

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Technology Process of tert-butyl (4-hydroxy-4-methyl-1-(2-oxodihydrofuran-3-ylidene)pentan-2-yl)carbamate

There total 10 articles about tert-butyl (4-hydroxy-4-methyl-1-(2-oxodihydrofuran-3-ylidene)pentan-2-yl)carbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

: 34932-07-5
3-(triphenylphosphoranyliden)dihydro-2(3H)-furanone

: (3S)-3-(dibenzylamino)-5,5-dimethyltetrahydrofuran-2-ol

: 1416253-42-3
tert-butyl (4-hydroxy-4-methyl-1-(2-oxodihydrofuran-3-ylidene)pentan-2-yl)carbamate

Guidance literature:: In toluene; for 16h; stereospecific reaction; Reflux; Large scale;
DOI:10.3184/174751915X14189228913336

Reference yield:

: 1416253-40-1
tert-butyl (4-hydroxy-4-methyl-1-(2-oxodihydrofuran-3-ylidene)pentan-2-yl)carbamate

: 1416253-42-3
tert-butyl (4-hydroxy-4-methyl-1-(2-oxodihydrofuran-3-ylidene)pentan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: dichloromethane / 3 h / Reflux

2: potassium carbonate / acetonitrile / 3 h / Reflux

With potassium carbonate; In dichloromethane; acetonitrile;
DOI:10.1021/jo302203g

Reference yield:

: 136703-59-8
(3S)-3-[(tert-butoxycarbonyl)amino]-4-hydroxybutanoic acid methyl ester

: 1416253-42-3
tert-butyl (4-hydroxy-4-methyl-1-(2-oxodihydrofuran-3-ylidene)pentan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: magnesium / diethyl ether / 1.5 h / 20 °C / Reflux

1.2: 1.5 h / 5 - 20 °C

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 10 h / 20 °C

3.1: toluene / 3 h / Reflux

4.1: dichloromethane / 3 h / Reflux

5.1: potassium carbonate / acetonitrile / 3 h / Reflux

With potassium carbonate; magnesium; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In diethyl ether; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile; 3.1: |Wittig Olefination;
DOI:10.1021/jo302203g