Dithiocarbonic acid O-{(3S,4aR,7R)-3-(tert-butoxy-diphenyl-silanyloxy)-7-[1-(4-methoxy-benzyloxymethyl)-vinyl]-1,4a-dimethyl-2,3,4,4a,5,6,7,8-octahydro-naphthalen-2-yl} ester S-methyl ester

Base Information

Chemical Name:Dithiocarbonic acid O-{(3S,4aR,7R)-3-(tert-butoxy-diphenyl-silanyloxy)-7-[1-(4-methoxy-benzyloxymethyl)-vinyl]-1,4a-dimethyl-2,3,4,4a,5,6,7,8-octahydro-naphthalen-2-yl} ester S-methyl ester
CAS No.:140185-02-0
Molecular Formula:C₄₁H₅₂O₅S₂Si
Molecular Weight:717.078
Hs Code.:

Dithiocarbonic acid O-{(3S,4aR,7R)-3-(tert-butoxy-diphenyl-silanyloxy)-7-[1-(4-methoxy-benzyloxymethyl)-vinyl]-1,4a-dimethyl-2,3,4,4a,5,6,7,8-octahydro-naphthalen-2-yl} ester S-methyl ester

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Chemical Property of Dithiocarbonic acid O-{(3S,4aR,7R)-3-(tert-butoxy-diphenyl-silanyloxy)-7-[1-(4-methoxy-benzyloxymethyl)-vinyl]-1,4a-dimethyl-2,3,4,4a,5,6,7,8-octahydro-naphthalen-2-yl} ester S-methyl ester

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Technology Process of Dithiocarbonic acid O-{(3S,4aR,7R)-3-(tert-butoxy-diphenyl-silanyloxy)-7-[1-(4-methoxy-benzyloxymethyl)-vinyl]-1,4a-dimethyl-2,3,4,4a,5,6,7,8-octahydro-naphthalen-2-yl} ester S-methyl ester

There total 11 articles about Dithiocarbonic acid O-{(3S,4aR,7R)-3-(tert-butoxy-diphenyl-silanyloxy)-7-[1-(4-methoxy-benzyloxymethyl)-vinyl]-1,4a-dimethyl-2,3,4,4a,5,6,7,8-octahydro-naphthalen-2-yl} ester S-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:

: 21683-08-9
(1R,4aR,7R,8aR)-8a-hydroxy-1,4a-dimethyl-7-(prop-1-en-2-yl)-octahydronaphthalen-2(1H)-one

: 140185-02-0,140185-12-2
Dithiocarbonic acid O-{(3S,4aR,7R)-3-(tert-butoxy-diphenyl-silanyloxy)-7-[1-(4-methoxy-benzyloxymethyl)-vinyl]-1,4a-dimethyl-2,3,4,4a,5,6,7,8-octahydro-naphthalen-2-yl} ester S-methyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 79.2 percent / lithium aluminum hydride / tetrahydrofuran

2: 93.9 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / Ambient temperature

3: 95.3 percent / 80 percent m-chloroperbenzoic acid / CHCl₃ / 1 h / 0 - 5 °C

4: 88.2 percent / lithium diethylamide / diethyl ether / 8 h / Heating

5: 1. NaH / 1.) DMF, 2.) room temperature, 4 h

6: pyridinium p-toluenesulfonate / ethanol / 4 h / 70 °C

7: Jones reagent / acetone / 0 °C

8: 98.1 percent / KOH / methanol / 6 h / Heating

9: 1.) K naphthalenide, hexamethyldisilazane, 2.) 2-benzenesulfonyl-3-phenyloxaziridine / 1.) THF, -78 deg C, 30 min, 2.) THF, 2 h

10: 59 percent / Et₃N, 4-dimethylaminopyridine / CH₂Cl₂ / 5 h / 0 °C

11: 39.9 percent / lithium aluminum hydride / tetrahydrofuran / 2 h / -78 °C

With dmap; potassium hydroxide; lithium aluminium tetrahydride; jones reagent; lithium diethylamide; pyridinium p-toluenesulfonate; sodium hydride; potassium naphthalene anion radical; N-(benzenesulfonyl)-3-phenyloxaziridine; triethylamine; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; chloroform; acetone;

Reference yield:

: 140184-90-3,73839-11-9
10-epieudesm-11-ene-3β,5α-diol

: 140185-02-0,140185-12-2
Dithiocarbonic acid O-{(3S,4aR,7R)-3-(tert-butoxy-diphenyl-silanyloxy)-7-[1-(4-methoxy-benzyloxymethyl)-vinyl]-1,4a-dimethyl-2,3,4,4a,5,6,7,8-octahydro-naphthalen-2-yl} ester S-methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 93.9 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / Ambient temperature

2: 95.3 percent / 80 percent m-chloroperbenzoic acid / CHCl₃ / 1 h / 0 - 5 °C

3: 88.2 percent / lithium diethylamide / diethyl ether / 8 h / Heating

4: 1. NaH / 1.) DMF, 2.) room temperature, 4 h

5: pyridinium p-toluenesulfonate / ethanol / 4 h / 70 °C

6: Jones reagent / acetone / 0 °C

7: 98.1 percent / KOH / methanol / 6 h / Heating

8: 1.) K naphthalenide, hexamethyldisilazane, 2.) 2-benzenesulfonyl-3-phenyloxaziridine / 1.) THF, -78 deg C, 30 min, 2.) THF, 2 h

9: 59 percent / Et₃N, 4-dimethylaminopyridine / CH₂Cl₂ / 5 h / 0 °C

10: 39.9 percent / lithium aluminum hydride / tetrahydrofuran / 2 h / -78 °C

With dmap; potassium hydroxide; lithium aluminium tetrahydride; jones reagent; lithium diethylamide; pyridinium p-toluenesulfonate; sodium hydride; potassium naphthalene anion radical; N-(benzenesulfonyl)-3-phenyloxaziridine; triethylamine; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; chloroform; acetone;

Reference yield:

: 140184-93-6
(3S,4S,4aR,6R,8aR)-4,8a-Dimethyl-6-(2-methyl-oxiranyl)-3-(tetrahydro-pyran-2-yloxy)-octahydro-naphthalen-4a-ol

: 140185-02-0,140185-12-2
Dithiocarbonic acid O-{(3S,4aR,7R)-3-(tert-butoxy-diphenyl-silanyloxy)-7-[1-(4-methoxy-benzyloxymethyl)-vinyl]-1,4a-dimethyl-2,3,4,4a,5,6,7,8-octahydro-naphthalen-2-yl} ester S-methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 88.2 percent / lithium diethylamide / diethyl ether / 8 h / Heating

2: 1. NaH / 1.) DMF, 2.) room temperature, 4 h

3: pyridinium p-toluenesulfonate / ethanol / 4 h / 70 °C

4: Jones reagent / acetone / 0 °C

5: 98.1 percent / KOH / methanol / 6 h / Heating

6: 1.) K naphthalenide, hexamethyldisilazane, 2.) 2-benzenesulfonyl-3-phenyloxaziridine / 1.) THF, -78 deg C, 30 min, 2.) THF, 2 h

7: 59 percent / Et₃N, 4-dimethylaminopyridine / CH₂Cl₂ / 5 h / 0 °C

8: 39.9 percent / lithium aluminum hydride / tetrahydrofuran / 2 h / -78 °C

With dmap; potassium hydroxide; lithium aluminium tetrahydride; jones reagent; lithium diethylamide; pyridinium p-toluenesulfonate; sodium hydride; potassium naphthalene anion radical; N-(benzenesulfonyl)-3-phenyloxaziridine; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; acetone;