(+)-(2R,3R)-toluene-4-sulfonic acid 3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)-2,3-oxiranylmethyl ester

Base Information

Chemical Name:(+)-(2R,3R)-toluene-4-sulfonic acid 3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)-2,3-oxiranylmethyl ester
CAS No.:403706-14-9
Molecular Formula:C₃₂H₃₄O₉S
Molecular Weight:594.683
Hs Code.:

Synonyms:(+)-(2R,3R)-toluene-4-sulfonic acid 3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)-2,3-oxiranylmethyl ester

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Chemical Property of (+)-(2R,3R)-toluene-4-sulfonic acid 3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)-2,3-oxiranylmethyl ester

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Technology Process of (+)-(2R,3R)-toluene-4-sulfonic acid 3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)-2,3-oxiranylmethyl ester

There total 8 articles about (+)-(2R,3R)-toluene-4-sulfonic acid 3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)-2,3-oxiranylmethyl ester 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: 83.0%

: 98-59-9
p-toluenesulfonyl chloride

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

: 403706-14-9
(+)-(2R,3R)-toluene-4-sulfonic acid 3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)-2,3-oxiranylmethyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jo0611364

Reference yield:

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

: 403706-14-9
(+)-(2R,3R)-toluene-4-sulfonic acid 3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)-2,3-oxiranylmethyl ester

Guidance literature:: Multi-step reaction with 6 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

6.1: 83 percent / Et₃N; DMAP / CH₂Cl₂ / 1 h / 0 °C

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

Reference yield:

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

: 403706-14-9
(+)-(2R,3R)-toluene-4-sulfonic acid 3-(3,5-dimethoxy-4-(8-methoxy-1-methoxymethoxy-3-methylnaphthalen-2-yl)-phenyl)-2,3-oxiranylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / Ti(O-iPr)4; diisopropyl-D-tartrate; t-BuOOH / CH₂Cl₂ / 5 h / -20 °C

2: 83 percent / Et₃N; DMAP / CH₂Cl₂ / 1 h / 0 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; D-(-)-diisopropyl tartrate; triethylamine; In dichloromethane; 1: Katsuki-Sharpless asymmetric epoxidation;
DOI:10.1021/jo0611364