Toluene-4-sulfonic acid (R)-2-((Z)-(3S,3aR,6aS,10aS)-6,9,10a-trimethyl-1,2,3,3a,4,6a,7,8,10,10a-decahydro-dicyclopenta[a,d]cycloocten-3-yl)-propyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (R)-2-((Z)-(3S,3aR,6aS,10aS)-6,9,10a-trimethyl-1,2,3,3a,4,6a,7,8,10,10a-decahydro-dicyclopenta[a,d]cycloocten-3-yl)-propyl ester
CAS No.:120354-88-3
Molecular Formula:C₂₇H₃₈O₃S
Molecular Weight:442.663
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (R)-2-((Z)-(3S,3aR,6aS,10aS)-6,9,10a-trimethyl-1,2,3,3a,4,6a,7,8,10,10a-decahydro-dicyclopenta[a,d]cycloocten-3-yl)-propyl ester

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Chemical Property of Toluene-4-sulfonic acid (R)-2-((Z)-(3S,3aR,6aS,10aS)-6,9,10a-trimethyl-1,2,3,3a,4,6a,7,8,10,10a-decahydro-dicyclopenta[a,d]cycloocten-3-yl)-propyl ester

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Technology Process of Toluene-4-sulfonic acid (R)-2-((Z)-(3S,3aR,6aS,10aS)-6,9,10a-trimethyl-1,2,3,3a,4,6a,7,8,10,10a-decahydro-dicyclopenta[a,d]cycloocten-3-yl)-propyl ester

There total 19 articles about Toluene-4-sulfonic acid (R)-2-((Z)-(3S,3aR,6aS,10aS)-6,9,10a-trimethyl-1,2,3,3a,4,6a,7,8,10,10a-decahydro-dicyclopenta[a,d]cycloocten-3-yl)-propyl 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: 100.0%

: 120354-83-8
(R)-2-((Z)-(3S,3aR,6aS,10aS)-6,9,10a-Trimethyl-1,2,3,3a,4,6a,7,8,10,10a-decahydro-dicyclopenta[a,d]cycloocten-3-yl)-propan-1-ol

: 98-59-9
p-toluenesulfonyl chloride

: 120354-88-3
Toluene-4-sulfonic acid (R)-2-((Z)-(3S,3aR,6aS,10aS)-6,9,10a-trimethyl-1,2,3,3a,4,6a,7,8,10,10a-decahydro-dicyclopenta[a,d]cycloocten-3-yl)-propyl ester

Guidance literature:: With dmap; In pyridine; for 6h; Ambient temperature;

Reference yield:

: 120354-78-1
2,2-Dimethyl-propionic acid (R)-2-[(1R,2R,3S)-3-[(S)-5-((R)-2-benzyloxy-1-methyl-ethyl)-2-methyl-cyclopent-1-enylmethyl]-2-(2-chloro-acetoxymethyl)-3-methyl-cyclopentyl]-propyl ester

: 120354-88-3
Toluene-4-sulfonic acid (R)-2-((Z)-(3S,3aR,6aS,10aS)-6,9,10a-trimethyl-1,2,3,3a,4,6a,7,8,10,10a-decahydro-dicyclopenta[a,d]cycloocten-3-yl)-propyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: H₂ / Pd/C

2: (COCl)2, DMSO, Et₃N / CH₂Cl₂

3: 98 percent / Et₃N / CH₂Cl₂

4: 94 percent / Pd(OAc)2 / acetonitrile

5: 93 percent / NaBH₄, CeCl₃ / methanol

6: 93 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂

7: 95 percent / TiCl₄, Zn / tetrahydrofuran

8: 93 percent / pyridine

9: 76 percent / Li, liq. NH₃ / ethanol

10: pyridine

With pyridine; palladium diacetate; sodium tetrahydroborate; cerium(III) chloride; oxalyl dichloride; ammonia; hydrogen; titanium tetrachloride; lithium; dimethyl sulfoxide; triethylamine; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1039/c39880000354

Reference yield:

: 120410-13-1
(R)-2-{(1R,2R,3S)-3-[(S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-2-methyl-cyclopent-1-enylmethyl]-2-hydroxymethyl-3-methyl-cyclopentyl}-propan-1-ol

: 120354-88-3
Toluene-4-sulfonic acid (R)-2-((Z)-(3S,3aR,6aS,10aS)-6,9,10a-trimethyl-1,2,3,3a,4,6a,7,8,10,10a-decahydro-dicyclopenta[a,d]cycloocten-3-yl)-propyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 89 percent / pyridine

2: 95 percent / pyridine

3: H₂ / Pd/C

4: (COCl)2, DMSO, Et₃N / CH₂Cl₂

5: 98 percent / Et₃N / CH₂Cl₂

6: 94 percent / Pd(OAc)2 / acetonitrile

7: 93 percent / NaBH₄, CeCl₃ / methanol

8: 93 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂

9: 95 percent / TiCl₄, Zn / tetrahydrofuran

10: 93 percent / pyridine

11: 76 percent / Li, liq. NH₃ / ethanol

12: pyridine

With pyridine; palladium diacetate; sodium tetrahydroborate; cerium(III) chloride; oxalyl dichloride; ammonia; hydrogen; titanium tetrachloride; lithium; dimethyl sulfoxide; triethylamine; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1039/c39880000354