(R)-2-{(1S,3S,4R)-2-[1-Methoxy-meth-(Z)-ylidene]-4-methyl-3-[2-(2-methyl-[1,3]dithian-2-yl)-ethyl]-cyclohexyl}-propionic acid methyl ester

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Chemical Name:(R)-2-{(1S,3S,4R)-2-[1-Methoxy-meth-(Z)-ylidene]-4-methyl-3-[2-(2-methyl-[1,3]dithian-2-yl)-ethyl]-cyclohexyl}-propionic acid methyl ester
CAS No.:87322-21-2
Molecular Formula:C₂₀H₃₄O₃S₂
Molecular Weight:386.62
Hs Code.:

Synonyms:(R)-2-{(1S,3S,4R)-2-[1-Methoxy-meth-(Z)-ylidene]-4-methyl-3-[2-(2-methyl-[1,3]dithian-2-yl)-ethyl]-cyclohexyl}-propionic acid methyl ester

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Chemical Property of (R)-2-{(1S,3S,4R)-2-[1-Methoxy-meth-(Z)-ylidene]-4-methyl-3-[2-(2-methyl-[1,3]dithian-2-yl)-ethyl]-cyclohexyl}-propionic acid methyl ester

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Technology Process of (R)-2-{(1S,3S,4R)-2-[1-Methoxy-meth-(Z)-ylidene]-4-methyl-3-[2-(2-methyl-[1,3]dithian-2-yl)-ethyl]-cyclohexyl}-propionic acid methyl ester

There total 11 articles about (R)-2-{(1S,3S,4R)-2-[1-Methoxy-meth-(Z)-ylidene]-4-methyl-3-[2-(2-methyl-[1,3]dithian-2-yl)-ethyl]-cyclohexyl}-propionic acid 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:

: 80286-58-4
artemisinic acid

: 87322-21-2
(R)-2-{(1S,3S,4R)-2-[1-Methoxy-meth-(Z)-ylidene]-4-methyl-3-[2-(2-methyl-[1,3]dithian-2-yl)-ethyl]-cyclohexyl}-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NiCl₂*6H₂O, 2.) NaBH₄ / 1.) MeOH, -15 deg C, 2.) 30 min

2: 1.) O₃, 2.) Me₂S / 1.) CH₃OH, CH₂Cl₂, -78 deg C, 2.) RT, 2 h

3: 65 percent / BF₃*Et₂O / CH₂Cl₂ / 3 h / Ambient temperature

4: 1.) p-TsOH / 1.) RT, 2.5 h; 2.) xylene, reflux, 2 h

With sodium tetrahydroborate; dimethylsulfide; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; ozone; nickel dichloride; In dichloromethane;
DOI:10.1016/S0040-4020(01)87487-1

Reference yield:

: 103775-34-4
(R)-2-[(1R,2S,3S,4R)-2-Formyl-4-methyl-3-(3-oxo-butyl)-cyclohexyl]-propionic acid methyl ester

: 87322-21-2
(R)-2-{(1S,3S,4R)-2-[1-Methoxy-meth-(Z)-ylidene]-4-methyl-3-[2-(2-methyl-[1,3]dithian-2-yl)-ethyl]-cyclohexyl}-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / BF₃*Et₂O / CH₂Cl₂ / 3 h / Ambient temperature

2: 1.) p-TsOH / 1.) RT, 2.5 h; 2.) xylene, reflux, 2 h

With boron trifluoride diethyl etherate; toluene-4-sulfonic acid; In dichloromethane;
DOI:10.1016/S0040-4020(01)87487-1

Reference yield:

: 84051-32-1
(2S,5R)-2-((R)-1-(benzyloxy)propan-2-yl)-5-methylcyclohexanone

: 87322-21-2
(R)-2-{(1S,3S,4R)-2-[1-Methoxy-meth-(Z)-ylidene]-4-methyl-3-[2-(2-methyl-[1,3]dithian-2-yl)-ethyl]-cyclohexyl}-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) lithium diisopropylamide / 1.) -78 deg C, THF, 30 min, 2.) THF, -78 deg C, 1 h -> 0 deg C, 2.5 h

2: 1.) Ba(OH)2*8H₂O, 2.) oxalic acid / 1.) r.t., 2.5 h, ethanol, 2.) ethanol, reflux, 2.5 h

4: 2.) p-TsOH / 1.) ether, r.t., 1.5 h, 2.) THF, benzene, 1 h reflux,

6: 1.) O₃, 2.) Me₂S / 1.) CH₃OH, CH₂Cl₂, -78 deg C, 2.) RT, 2 h

7: 65 percent / BF₃*Et₂O / CH₂Cl₂ / 3 h / Ambient temperature

8: 1.) p-TsOH / 1.) RT, 2.5 h; 2.) xylene, reflux, 2 h

With barium dihydroxide; dimethylsulfide; boron trifluoride diethyl etherate; oxalic acid; toluene-4-sulfonic acid; ozone; lithium diisopropyl amide; In dichloromethane;
DOI:10.1016/S0040-4020(01)87487-1