[(2R,3S,4S)-4-(4-benzyloxy-3-methoxybenzyl)-2-(1,3-benzodioxol-5-yl)tetrahydrofuran-3-yl]methanol

Base Information

Chemical Name:[(2R,3S,4S)-4-(4-benzyloxy-3-methoxybenzyl)-2-(1,3-benzodioxol-5-yl)tetrahydrofuran-3-yl]methanol
CAS No.:872728-48-8
Molecular Formula:C₂₇H₂₈O₆
Molecular Weight:448.516
Hs Code.:

Synonyms:[(2R,3S,4S)-4-(4-benzyloxy-3-methoxybenzyl)-2-(1,3-benzodioxol-5-yl)tetrahydrofuran-3-yl]methanol

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Chemical Property of [(2R,3S,4S)-4-(4-benzyloxy-3-methoxybenzyl)-2-(1,3-benzodioxol-5-yl)tetrahydrofuran-3-yl]methanol

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Technology Process of [(2R,3S,4S)-4-(4-benzyloxy-3-methoxybenzyl)-2-(1,3-benzodioxol-5-yl)tetrahydrofuran-3-yl]methanol

There total 4 articles about [(2R,3S,4S)-4-(4-benzyloxy-3-methoxybenzyl)-2-(1,3-benzodioxol-5-yl)tetrahydrofuran-3-yl]methanol 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: 61.0%

: 872728-46-6
5-{(S)-{[(S)-3-(4-benzyloxy-3-methoxyphenyl)prop-2-enyl]oxy}[(2S)-oxiran-2-yl]methyl}-1,3-benzodioxole

: [(2R)-4-(4-benzyloxy-3-methoxybenzyl)-2-(1,3-benzodioxol-5-yl)tetrahydrofuran-3-yl]methanol

: 872728-48-8
[(2R,3S,4S)-4-(4-benzyloxy-3-methoxybenzyl)-2-(1,3-benzodioxol-5-yl)tetrahydrofuran-3-yl]methanol

Guidance literature:: With bis(cyclopentadienyl)titanium dichloride; In tetrahydrofuran; at 20 ℃; for 0.5h;
DOI:10.1055/s-2005-872173

Reference yield:

: 120-57-0,30024-74-9
piperonal

: 872728-48-8
[(2R,3S,4S)-4-(4-benzyloxy-3-methoxybenzyl)-2-(1,3-benzodioxol-5-yl)tetrahydrofuran-3-yl]methanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 43 percent / 4 Angstroem molecular sieves; (+)-diethyl tartrate; tert-butyl hydroperoxide / titanium(IV) isopropoxide / CH₂Cl₂; decane / 4 h / -20 °C

2.1: NaH / tetrahydrofuran; dimethylsulfoxide / 0.25 h / 0 - 10 °C

2.2: 88 percent / tetrahydrofuran; dimethylsulfoxide / 8 h / 20 °C

3.1: 61 percent / Cp₂TiCl₂ / tetrahydrofuran / 0.5 h / 20 °C

With tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride; 4 A molecular sieve; sodium hydride; (+)-Weinsaeure-diethylester; titanium(IV) isopropylate; In tetrahydrofuran; decane; dichloromethane; dimethyl sulfoxide;
DOI:10.1055/s-2005-872173

Reference yield:

: 5208-87-7
1'-hydroxysafrole

: 872728-48-8
[(2R,3S,4S)-4-(4-benzyloxy-3-methoxybenzyl)-2-(1,3-benzodioxol-5-yl)tetrahydrofuran-3-yl]methanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 43 percent / 4 Angstroem molecular sieves; (+)-diethyl tartrate; tert-butyl hydroperoxide / titanium(IV) isopropoxide / CH₂Cl₂; decane / 4 h / -20 °C

2.1: NaH / tetrahydrofuran; dimethylsulfoxide / 0.25 h / 0 - 10 °C

2.2: 88 percent / tetrahydrofuran; dimethylsulfoxide / 8 h / 20 °C

3.1: 61 percent / Cp₂TiCl₂ / tetrahydrofuran / 0.5 h / 20 °C

With tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride; 4 A molecular sieve; sodium hydride; (+)-Weinsaeure-diethylester; titanium(IV) isopropylate; In tetrahydrofuran; decane; dichloromethane; dimethyl sulfoxide;
DOI:10.1055/s-2005-872173