tert-butyl (4S,5S)-3--4,5-(isopropylidenedioxy)hexanoate

Base Information

Chemical Name:tert-butyl (4S,5S)-3--4,5-(isopropylidenedioxy)hexanoate
CAS No.:111524-19-7
Molecular Formula:C₂₆H₄₅NO₅Si
Molecular Weight:479.733
Hs Code.:

tert-butyl (4S,5S)-3-<N-(tert-butyldimethylsiloxy)benzylamino>-4,5-(isopropylidenedioxy)hexanoate

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Chemical Property of tert-butyl (4S,5S)-3--4,5-(isopropylidenedioxy)hexanoate

Chemical Property:

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Technology Process of tert-butyl (4S,5S)-3--4,5-(isopropylidenedioxy)hexanoate

There total 5 articles about tert-butyl (4S,5S)-3--4,5-(isopropylidenedioxy)hexanoate 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: 99.0%

: 74786-02-0
1-(tert-butyldimethylsilyloxy)-1-tert-butoxyethylene

: 111612-92-1,138515-69-2
(4S,5S)-(Z)-N-(2,2,5-trimethyl-1,3-dioxolan-4-yl)methylenebenzylamine N-oxide

: 111524-19-7,111524-20-0
tert-butyl (4S,5S)-3--4,5-(isopropylidenedioxy)hexanoate

Guidance literature:: zinc(II) iodide; In dichloromethane; acetonitrile; at -78 ℃; for 1h;
DOI:10.1248/cpb.37.1446

Reference yield:

: 84519-53-9
(4R,5S)-2,2,5-trimethyl-1,3-dioxolane-4-carbaldehyde

: 111524-19-7,111524-20-0
tert-butyl (4S,5S)-3--4,5-(isopropylidenedioxy)hexanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 161 mg / sodium sulfate / CH₂Cl₂ / 15 h / Ambient temperature

2: 99 percent / zinc iodide / acetonitrile; CH₂Cl₂ / 1 h / -78 °C

With sodium sulfate; zinc(II) iodide; In dichloromethane; acetonitrile;
DOI:10.1248/cpb.37.1446

Reference yield:

: 41167-51-5,57626-73-0,67195-07-7,73679-52-4,73679-54-6,81739-14-2,111319-77-8,85249-45-2
(4S,5S)-4-hydroxymethyl-2,2,5-trimethyl-[1,3]-dioxolane

: 111524-19-7,111524-20-0
tert-butyl (4S,5S)-3--4,5-(isopropylidenedioxy)hexanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) oxalyl chloride, 2.) triethylamine / 1.) DMSO, methylene chloride, 20 min, -78 deg C, 2.) DMSO, CH₂Cl₂, -78 deg C, 20 min, warm to room temperature

2: 161 mg / sodium sulfate / CH₂Cl₂ / 15 h / Ambient temperature

3: 99 percent / zinc iodide / acetonitrile; CH₂Cl₂ / 1 h / -78 °C

With oxalyl dichloride; sodium sulfate; triethylamine; zinc(II) iodide; In dichloromethane; acetonitrile;
DOI:10.1248/cpb.37.1446