(2R,3R,4S,5S)-1-Acetoxy-6-<(tert-butyldimethylsilyl)oxy>-2-(dibenzylamino)-4,5-(isopropylidenedioxy)-3-(methoxymethoxy)hexane

Base Information

Chemical Name:(2R,3R,4S,5S)-1-Acetoxy-6-<(tert-butyldimethylsilyl)oxy>-2-(dibenzylamino)-4,5-(isopropylidenedioxy)-3-(methoxymethoxy)hexane
CAS No.:136904-87-5
Molecular Formula:C₃₃H₅₁NO₇Si
Molecular Weight:601.856
Hs Code.:

Synonyms:(2R,3R,4S,5S)-1-Acetoxy-6-<(tert-butyldimethylsilyl)oxy>-2-(dibenzylamino)-4,5-(isopropylidenedioxy)-3-(methoxymethoxy)hexane

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Chemical Property of (2R,3R,4S,5S)-1-Acetoxy-6-<(tert-butyldimethylsilyl)oxy>-2-(dibenzylamino)-4,5-(isopropylidenedioxy)-3-(methoxymethoxy)hexane

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Technology Process of (2R,3R,4S,5S)-1-Acetoxy-6-<(tert-butyldimethylsilyl)oxy>-2-(dibenzylamino)-4,5-(isopropylidenedioxy)-3-(methoxymethoxy)hexane

There total 5 articles about (2R,3R,4S,5S)-1-Acetoxy-6-<(tert-butyldimethylsilyl)oxy>-2-(dibenzylamino)-4,5-(isopropylidenedioxy)-3-(methoxymethoxy)hexane 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: 85.0%

: 145625-34-9
(2R,3R,4S,5S)-1-Acetoxy-6-<(tert-butyldimethylsilyl)oxy>-2-(dibenzylamino)-4,5-(isopropylidenedioxy)hexan-3-ol

: 107-30-2
chloromethyl methyl ether

: 136904-87-5
(2R,3R,4S,5S)-1-Acetoxy-6-<(tert-butyldimethylsilyl)oxy>-2-(dibenzylamino)-4,5-(isopropylidenedioxy)-3-(methoxymethoxy)hexane

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In chloroform; for 1h; Heating;
DOI:10.1021/jo00053a015

Reference yield:

: 108818-01-5
(2S,3R,4S,5S)-6-<(tert-butyldimethylsilyl)oxy>-2,3-epoxy-4,5-(isopropylidenedioxy)hexan-1-ol

: 136904-87-5
(2R,3R,4S,5S)-1-Acetoxy-6-<(tert-butyldimethylsilyl)oxy>-2-(dibenzylamino)-4,5-(isopropylidenedioxy)-3-(methoxymethoxy)hexane

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) triethylaluminum / 1.) CH₂Cl₂, hexane, 30 min, 2.) CH₂Cl₂, r.t., 14 h

2: 88 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

3: 85 percent / N,N-diisopropylethylamine / CHCl₃ / 1 h / Heating

With triethylaluminum; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; chloroform;
DOI:10.1021/jo00053a015

Reference yield:

: 136904-86-4
(2R,3R,4S,5S)-6-<(tert-Butyldimethylsilyl)oxy>-2-(dibenzylamino)-4,5-(isopropylidenedioxy)hexane-1,3-diol

: 136904-87-5
(2R,3R,4S,5S)-1-Acetoxy-6-<(tert-butyldimethylsilyl)oxy>-2-(dibenzylamino)-4,5-(isopropylidenedioxy)-3-(methoxymethoxy)hexane

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

2: 85 percent / N,N-diisopropylethylamine / CHCl₃ / 1 h / Heating

With triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; chloroform;
DOI:10.1021/jo00053a015