elansolid B₁ methyl ester

Base Information

Chemical Name:elansolid B₁ methyl ester
CAS No.:1268161-74-5
Molecular Formula:C₃₈H₅₂O₇
Molecular Weight:620.827
Hs Code.:

Synonyms:

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Chemical Property of elansolid B₁ methyl ester

Chemical Property:

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Technology Process of elansolid B₁ methyl ester

There total 30 articles about elansolid B₁ methyl 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: 71.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 1185198-94-0
elansolid B₁

: 1268161-74-5
elansolid B₁ methyl ester

Guidance literature:: In ethyl acetate; at 20 ℃; for 2h;
DOI:10.1002/anie.201005226

Reference yield:

: 1309113-21-0
(R,E)-(2-{5-[(tert-butyldimethylsilyl)oxy]-2,2-dimethylpent-3-en-1-yl}oxiran-2-yl)methanol

: 1268161-74-5
elansolid B₁ methyl ester

Guidance literature:: Multi-step reaction with 15 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h

2.1: PPTA / dichloromethane / 2 h / 20 °C

2.2: -78 - 20 °C

3.1: dmap; sodium hydrogencarbonate / dichloromethane / 3 h / 0 °C

4.1: potassium hexamethylsilazane / tetrahydrofuran / 1 h / -78 °C

4.2: -78 - 20 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

6.1: NMO; tetrapropylammonium perruthennate / dichloromethane / 3 h / -30 °C / Molecular sieve

6.2: 0.42 h / -90 - -70 °C

7.1: tetrapropylammonium perruthennate; magnesium bromide ethyl etherate / dichloromethane / 3 h / 0 °C

8.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 0.83 h / 0 °C / pH 7

9.1: lithium aluminium tetrahydride / tetrahydrofuran / 65 h / -70 °C

10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.25 h

11.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / 120 h / Darkness

12.1: camphor-10-sulfonic acid / acetone / 96 h

13.1: Zn-Ag couple / deuteromethanol / 5 h / Darkness

14.1: lithium hydroxide / methanol; tetrahydrofuran / 5 h / 20 °C

15.1: methanol; toluene

With dmap; copper(l) iodide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrapropylammonium perruthennate; NMO; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; sodium hydrogencarbonate; magnesium bromide ethyl etherate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; deuteromethanol; acetone; toluene;
DOI:10.1021/ol403441c

Reference yield:

: 1309113-14-1
(E)-tert-butyl[(6-{[(4-methoxybenzyl)oxy]methyl}-4,4-dimethylhepta-2,6-dien-1-yl)oxy]dimethylsilane

: 1268161-74-5
elansolid B₁ methyl ester

Guidance literature:: Multi-step reaction with 17 steps

1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 20 °C

2.1: titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane / 20 h / -25 °C

2.2: Molecular sieve

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h

4.1: PPTA / dichloromethane / 2 h / 20 °C

4.2: -78 - 20 °C

5.1: dmap; sodium hydrogencarbonate / dichloromethane / 3 h / 0 °C

6.1: potassium hexamethylsilazane / tetrahydrofuran / 1 h / -78 °C

6.2: -78 - 20 °C

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

8.1: NMO; tetrapropylammonium perruthennate / dichloromethane / 3 h / -30 °C / Molecular sieve

8.2: 0.42 h / -90 - -70 °C

9.1: tetrapropylammonium perruthennate; magnesium bromide ethyl etherate / dichloromethane / 3 h / 0 °C

10.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 0.83 h / 0 °C / pH 7

11.1: lithium aluminium tetrahydride / tetrahydrofuran / 65 h / -70 °C

12.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.25 h

13.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / 120 h / Darkness

14.1: camphor-10-sulfonic acid / acetone / 96 h

15.1: Zn-Ag couple / deuteromethanol / 5 h / Darkness

16.1: lithium hydroxide / methanol; tetrahydrofuran / 5 h / 20 °C

17.1: methanol; toluene

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; copper(l) iodide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrapropylammonium perruthennate; NMO; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; sodium hydrogencarbonate; magnesium bromide ethyl etherate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; deuteromethanol; acetone; toluene;
DOI:10.1021/ol403441c