Ethyl (3R,4R,5R,6S,7S)-4-(dibenzylamino)-3-hydroxy-6,7-(isopropylidenedioxy)-5-(methoxymethoxy)-8-<(p-toluenesulfonyl)oxy>octanoate

Base Information

Chemical Name:Ethyl (3R,4R,5R,6S,7S)-4-(dibenzylamino)-3-hydroxy-6,7-(isopropylidenedioxy)-5-(methoxymethoxy)-8-<(p-toluenesulfonyl)oxy>octanoate
CAS No.:145625-37-2
Molecular Formula:C₃₆H₄₇NO₁₀S
Molecular Weight:685.836
Hs Code.:

Synonyms:Ethyl (3R,4R,5R,6S,7S)-4-(dibenzylamino)-3-hydroxy-6,7-(isopropylidenedioxy)-5-(methoxymethoxy)-8-<(p-toluenesulfonyl)oxy>octanoate

Suppliers and Price of Ethyl (3R,4R,5R,6S,7S)-4-(dibenzylamino)-3-hydroxy-6,7-(isopropylidenedioxy)-5-(methoxymethoxy)-8-<(p-toluenesulfonyl)oxy>octanoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of Ethyl (3R,4R,5R,6S,7S)-4-(dibenzylamino)-3-hydroxy-6,7-(isopropylidenedioxy)-5-(methoxymethoxy)-8-<(p-toluenesulfonyl)oxy>octanoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of Ethyl (3R,4R,5R,6S,7S)-4-(dibenzylamino)-3-hydroxy-6,7-(isopropylidenedioxy)-5-(methoxymethoxy)-8-<(p-toluenesulfonyl)oxy>octanoate

There total 9 articles about Ethyl (3R,4R,5R,6S,7S)-4-(dibenzylamino)-3-hydroxy-6,7-(isopropylidenedioxy)-5-(methoxymethoxy)-8-<(p-toluenesulfonyl)oxy>octanoate 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: 78.0%

: Ethyl (3R/S,4R,5R,6S,7S)-4-(dibenzylamino)-3,8-dihydroxy-6,7-(isopropylidenedioxy)-5-(methoxymethoxy)octanoate

: 98-59-9
p-toluenesulfonyl chloride

: 145625-37-2
Ethyl (3R,4R,5R,6S,7S)-4-(dibenzylamino)-3-hydroxy-6,7-(isopropylidenedioxy)-5-(methoxymethoxy)-8-<(p-toluenesulfonyl)oxy>octanoate

Guidance literature:: With pyridine; for 14h; Ambient temperature;
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

: 145625-37-2
Ethyl (3R,4R,5R,6S,7S)-4-(dibenzylamino)-3-hydroxy-6,7-(isopropylidenedioxy)-5-(methoxymethoxy)-8-<(p-toluenesulfonyl)oxy>octanoate

Guidance literature:: Multi-step reaction with 8 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

4: 91 percent / LiAlH₄ / diethyl ether / 2 h / Ambient temperature

5: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -80 deg C, 2 h, 2.) -80 deg C to r.t.

6: 45 percent / TiCl₄, molecular sieves 4A / CH₂Cl₂ / 0.5 h / -80 °C

7: 94 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature

8: 78 percent / pyridine / 14 h / Ambient temperature

With pyridine; lithium aluminium tetrahydride; oxalyl dichloride; 4 A molecular sieve; tetrabutyl ammonium fluoride; triethylaluminum; titanium tetrachloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform;
DOI:10.1021/jo00053a015

Reference yield:

: 145625-35-0
(2R,3R,4S,5S)-6-<(tert-Butyldimethylsilyl)oxy>-2-(dibenzylamino)-4,5-(isopropylidenedioxy)-3-(methoxymethoxy)-hexan-1-ol

: 145625-37-2
Ethyl (3R,4R,5R,6S,7S)-4-(dibenzylamino)-3-hydroxy-6,7-(isopropylidenedioxy)-5-(methoxymethoxy)-8-<(p-toluenesulfonyl)oxy>octanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -80 deg C, 2 h, 2.) -80 deg C to r.t.

2: 45 percent / TiCl₄, molecular sieves 4A / CH₂Cl₂ / 0.5 h / -80 °C

3: 94 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / Ambient temperature

4: 78 percent / pyridine / 14 h / Ambient temperature

With pyridine; oxalyl dichloride; 4 A molecular sieve; tetrabutyl ammonium fluoride; titanium tetrachloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00053a015