(2S,3R,4S,5R,6R,7R)-3,5-isopropylidenedioxy-7-(4-methoxybenzyloxy)-6-methoxymethoxy-1-phenylthio-2,4,6-trimethylnonane

Base Information

Chemical Name:(2S,3R,4S,5R,6R,7R)-3,5-isopropylidenedioxy-7-(4-methoxybenzyloxy)-6-methoxymethoxy-1-phenylthio-2,4,6-trimethylnonane
CAS No.:124871-56-3
Molecular Formula:C₃₁H₄₆O₆S
Molecular Weight:546.769
Hs Code.:

Synonyms:(2S,3R,4S,5R,6R,7R)-3,5-isopropylidenedioxy-7-(4-methoxybenzyloxy)-6-methoxymethoxy-1-phenylthio-2,4,6-trimethylnonane

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Chemical Property of (2S,3R,4S,5R,6R,7R)-3,5-isopropylidenedioxy-7-(4-methoxybenzyloxy)-6-methoxymethoxy-1-phenylthio-2,4,6-trimethylnonane

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Technology Process of (2S,3R,4S,5R,6R,7R)-3,5-isopropylidenedioxy-7-(4-methoxybenzyloxy)-6-methoxymethoxy-1-phenylthio-2,4,6-trimethylnonane

There total 2 articles about (2S,3R,4S,5R,6R,7R)-3,5-isopropylidenedioxy-7-(4-methoxybenzyloxy)-6-methoxymethoxy-1-phenylthio-2,4,6-trimethylnonane 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: 90.0%

: 114825-84-2
(2S,3R,4S,5R,6R,7R)-3,5-isopropylidenedioxy-7-(4-methoxybenzyloxy)-6-methoxymethoxy-1-(4-toluenesulfonyloxy)-2,4,6-trimethylnonane

: 108-98-5
thiophenol

: 124871-56-3
(2S,3R,4S,5R,6R,7R)-3,5-isopropylidenedioxy-7-(4-methoxybenzyloxy)-6-methoxymethoxy-1-phenylthio-2,4,6-trimethylnonane

Guidance literature:: With sodium hydride; In 1,2-dimethoxyethane; ethanol; for 2h; Heating;
DOI:10.1248/cpb.37.1167

Reference yield:

: 124871-55-2
(2R,3S,4S,5R,6R,7R)-3,5-isopropylidenedioxy-7-(4-methoxybenzyloxy)-6-methoxymethoxy-2,4,6-trimethylnonanol

: 124871-56-3
(2S,3R,4S,5R,6R,7R)-3,5-isopropylidenedioxy-7-(4-methoxybenzyloxy)-6-methoxymethoxy-1-phenylthio-2,4,6-trimethylnonane

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N, DMAP / CH₂Cl₂ / 23 h / Heating

2: 90 percent / 60percent NaH / ethanol; 1,2-dimethoxy-ethane / 2 h / Heating

With dmap; sodium hydride; triethylamine; In 1,2-dimethoxyethane; ethanol; dichloromethane;
DOI:10.1248/cpb.37.1167

Reference yield:

: 124871-56-3
(2S,3R,4S,5R,6R,7R)-3,5-isopropylidenedioxy-7-(4-methoxybenzyloxy)-6-methoxymethoxy-1-phenylthio-2,4,6-trimethylnonane

: 114811-30-2
(2R,3S,4S,5R,6R,8R,9S,10S,11R,12R,13R)-3,5:9,11-bis(isopropylidenedioxy)-6,12-bis(methoxymethoxy)-2,4,6,8,10,12-hexamethyl-13-(4-methoxybenzyloxy)pentadecan-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: NaIO₄ / H₂O; methanol / 8.5 h / Ambient temperature

2: 86 percent / 1.5M n-BuLi, diisopropylamine / hexane; tetrahydrofuran / -15 deg C, 30 min, -80 deg C, 1 h

3: 71 percent / H₂ / Raney Ni(W-2) / ethanol / 0.5 h / Ambient temperature

4: 92 percent / oxalyl chloride, DMSO / CH₂Cl₂ / -60 °C

5: 82.9 percent / diethyl ether; tetrahydrofuran / 1 h / -85 °C

6: diisopropylethylamine / CH₂Cl₂ / RT, 50/55 deg C, 11 h

7: 94 percent / 1.0M n-Bu₄NF / tetrahydrofuran / RT, 55/60 deg C, 2 h

With sodium periodate; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; dimethyl sulfoxide; diisopropylamine; N-ethyl-N,N-diisopropylamine; Raney Ni(W-2); In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; water;
DOI:10.1248/cpb.37.1167