(+)-(2R,3R)-{3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)-2,3-oxiranyl}methanol

Base Information

Chemical Name:(+)-(2R,3R)-{3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)-2,3-oxiranyl}methanol
CAS No.:403706-13-8
Molecular Formula:C₂₅H₂₈O₇
Molecular Weight:440.493
Hs Code.:

Synonyms:(+)-(2R,3R)-{3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)-2,3-oxiranyl}methanol

Suppliers and Price of (+)-(2R,3R)-{3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)-2,3-oxiranyl}methanol

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

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Chemical Property of (+)-(2R,3R)-{3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)-2,3-oxiranyl}methanol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (+)-(2R,3R)-{3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)-2,3-oxiranyl}methanol

There total 8 articles about (+)-(2R,3R)-{3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)-2,3-oxiranyl}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: 63.0%

: 403706-12-7
(E)-3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)prop-2-en-1-ol

: 403706-13-8
(+)-(2R,3R)-{3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)-2,3-oxiranyl}methanol

Guidance literature:: With titanium(IV) isopropylate; tert.-butylhydroperoxide; D-(-)-diisopropyl tartrate; In dichloromethane; at -20 ℃; for 5h;
DOI:10.1021/jo0611364

Reference yield:

: 22273-56-9
4-hydroxy-5-methoxy-2-methyl-naphthalene

: 403706-13-8
(+)-(2R,3R)-{3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)-2,3-oxiranyl}methanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine / CH₂Cl₂ / 24 h / 20 °C

1.2: 67 percent / aq. HCl / 1 h

2.1: 81 percent / NaH / tetrahydrofuran / 20 °C

3.1: NaH / benzene / 0.25 h / 0 °C

3.2: 100 percent / benzene / 1.5 h / 0 - 20 °C

4.1: 89 percent / DIBAL-H / toluene / 0.25 h / -78 °C

5.1: 63 percent / Ti(O-iPr)4; diisopropyl-D-tartrate; t-BuOOH / CH₂Cl₂ / 5 h / -20 °C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydride; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; In tetrahydrofuran; dichloromethane; toluene; benzene; 3.2: Horner-Wadsworth-Emmons reaction / 5.1: Katsuki-Sharpless asymmetric epoxidation;
DOI:10.1021/jo0611364

Reference yield:

: 403706-18-3
(E)-3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)acrylic acid ethyl ester

: 403706-13-8
(+)-(2R,3R)-{3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)-2,3-oxiranyl}methanol

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / DIBAL-H / toluene / 0.25 h / -78 °C

2: 63 percent / Ti(O-iPr)4; diisopropyl-D-tartrate; t-BuOOH / CH₂Cl₂ / 5 h / -20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; In dichloromethane; toluene; 2: Katsuki-Sharpless asymmetric epoxidation;
DOI:10.1021/jo0611364