(3S,4R)-4-(dibenzylamino)-6-(tert-butyldimethylsilyloxy)-3-(methoxymethoxy)hex-1-ene

Base Information

Chemical Name:(3S,4R)-4-(dibenzylamino)-6-(tert-butyldimethylsilyloxy)-3-(methoxymethoxy)hex-1-ene
CAS No.:616890-46-1
Molecular Formula:C₂₈H₄₃NO₃Si
Molecular Weight:469.74
Hs Code.:

Synonyms:(3S,4R)-4-(dibenzylamino)-6-(tert-butyldimethylsilyloxy)-3-(methoxymethoxy)hex-1-ene

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Chemical Property of (3S,4R)-4-(dibenzylamino)-6-(tert-butyldimethylsilyloxy)-3-(methoxymethoxy)hex-1-ene

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Technology Process of (3S,4R)-4-(dibenzylamino)-6-(tert-butyldimethylsilyloxy)-3-(methoxymethoxy)hex-1-ene

There total 3 articles about (3S,4R)-4-(dibenzylamino)-6-(tert-butyldimethylsilyloxy)-3-(methoxymethoxy)hex-1-ene 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: 83.0%

: 107-30-2
chloromethyl methyl ether

: 616890-45-0
(3S,4R)-4-(dibenzylamino)-6-(tert-butyldimethylsilyloxy)hex-1-en-3-ol

: 616890-46-1
(3S,4R)-4-(dibenzylamino)-6-(tert-butyldimethylsilyloxy)-3-(methoxymethoxy)hex-1-ene

Guidance literature:: With N-ethyl-N,N-diisopropylamine; potassium iodide; In 1,2-dimethoxyethane; for 3h; Heating;
DOI:10.1021/jm0302086

Reference yield:

: (2R)-4-(tert-butyldimethylsilyloxy)-2-(dibenzylamino)butanal

: 616890-46-1
(3S,4R)-4-(dibenzylamino)-6-(tert-butyldimethylsilyloxy)-3-(methoxymethoxy)hex-1-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 4.87 g / tetrahydrofuran / -78 - 20 °C

2: 83 percent / ethyldiisopropylamine; KI / 1,2-dimethoxy-ethane / 3 h / Heating

With N-ethyl-N,N-diisopropylamine; potassium iodide; In tetrahydrofuran; 1,2-dimethoxyethane;
DOI:10.1021/jm0302086

Reference yield:

: 616890-44-9
(2R)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(dibenzylamino)butan-1-ol

: 616890-46-1
(3S,4R)-4-(dibenzylamino)-6-(tert-butyldimethylsilyloxy)-3-(methoxymethoxy)hex-1-ene

Guidance literature:: Multi-step reaction with 3 steps

1: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

2: 4.87 g / tetrahydrofuran / -78 - 20 °C

3: 83 percent / ethyldiisopropylamine; KI / 1,2-dimethoxy-ethane / 3 h / Heating

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; 1: Swern oxidation;
DOI:10.1021/jm0302086