Thiocarbonic acid O-[1-methyl-3-((1R,3aS)-2,2,3a-trimethyl-5-oxo-1,2,3,3a,4,5-hexahydro-pentalen-1-yl)-propyl] ester O-p-tolyl ester

Base Information

Chemical Name:Thiocarbonic acid O-[1-methyl-3-((1R,3aS)-2,2,3a-trimethyl-5-oxo-1,2,3,3a,4,5-hexahydro-pentalen-1-yl)-propyl] ester O-p-tolyl ester
CAS No.:118075-37-9
Molecular Formula:C₂₃H₃₀O₃S
Molecular Weight:386.555
Hs Code.:

Synonyms:Thiocarbonic acid O-[1-methyl-3-((1R,3aS)-2,2,3a-trimethyl-5-oxo-1,2,3,3a,4,5-hexahydro-pentalen-1-yl)-propyl] ester O-p-tolyl ester

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Chemical Property of Thiocarbonic acid O-[1-methyl-3-((1R,3aS)-2,2,3a-trimethyl-5-oxo-1,2,3,3a,4,5-hexahydro-pentalen-1-yl)-propyl] ester O-p-tolyl ester

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Technology Process of Thiocarbonic acid O-[1-methyl-3-((1R,3aS)-2,2,3a-trimethyl-5-oxo-1,2,3,3a,4,5-hexahydro-pentalen-1-yl)-propyl] ester O-p-tolyl ester

There total 13 articles about Thiocarbonic acid O-[1-methyl-3-((1R,3aS)-2,2,3a-trimethyl-5-oxo-1,2,3,3a,4,5-hexahydro-pentalen-1-yl)-propyl] ester O-p-tolyl 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: 70.0%

: 937-63-3
p-Tolyl chlorothionoformate

: 118075-36-8
4-(3-hydroxybutyl)-4,5,6,6a-tetrahydro-5,5,6a-trimethyl-2(1H)-pentalenone

: 118075-37-9
4-<3-(p-tolylthiocarbonato)butyl>-4,5,6,6a-tetrahydro-5,5,6a-trimethyl-2(1H)-pentalenone

Guidance literature:: With pyridine; In dichloromethane; for 1.5h; Ambient temperature;
DOI:10.1021/jo00285a013

Reference yield: 70.0%

: 937-63-3
p-Tolyl chlorothionoformate

: 118075-36-8
(4R,6aS)-4-(3-Hydroxy-butyl)-5,5,6a-trimethyl-4,5,6,6a-tetrahydro-1H-pentalen-2-one

: 118075-37-9
Thiocarbonic acid O-[1-methyl-3-((1R,3aS)-2,2,3a-trimethyl-5-oxo-1,2,3,3a,4,5-hexahydro-pentalen-1-yl)-propyl] ester O-p-tolyl ester

Guidance literature:: With pyridine; In dichloromethane; Ambient temperature;
DOI:10.1016/0040-4039(88)80029-7

Reference yield:

: 118075-39-1
{1,4,4-Trimethyl-3-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-2-oxo-cyclopentyl}-acetic acid

: 118075-37-9
Thiocarbonic acid O-[1-methyl-3-((1R,3aS)-2,2,3a-trimethyl-5-oxo-1,2,3,3a,4,5-hexahydro-pentalen-1-yl)-propyl] ester O-p-tolyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: diethyl ether / 0 °C

2: 60 percent / CH(OEt)3 / p-TsOH / Ambient temperature

3: nBuLi / tetrahydrofuran / -78 °C

4: 6N HCl

5: 70 percent / (N-Bu)2N⁽¹⁺⁾*OH^(1-) / benzene; H₂O

6: 72 percent / NaBH₄ / methanol / 0 °C

7: 70 percent / pyridine / CH₂Cl₂ / Ambient temperature

With pyridine; hydrogenchloride; sodium tetrahydroborate; n-butyllithium; (N-Bu)2N⁽¹⁺⁾*OH^(1-); orthoformic acid triethyl ester; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; benzene;
DOI:10.1016/0040-4039(88)80029-7