ethyl 6-<(5R)-5-isopropyl-2-(phenylthiomethyl)cyclopent-1-enyl>-3-oxohexanoate

Base Information

Chemical Name:ethyl 6-<(5R)-5-isopropyl-2-(phenylthiomethyl)cyclopent-1-enyl>-3-oxohexanoate
CAS No.:139694-16-9
Molecular Formula:C₂₃H₃₂O₃S
Molecular Weight:388.571
Hs Code.:

Synonyms:ethyl 6-<(5R)-5-isopropyl-2-(phenylthiomethyl)cyclopent-1-enyl>-3-oxohexanoate

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Chemical Property of ethyl 6-<(5R)-5-isopropyl-2-(phenylthiomethyl)cyclopent-1-enyl>-3-oxohexanoate

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Technology Process of ethyl 6-<(5R)-5-isopropyl-2-(phenylthiomethyl)cyclopent-1-enyl>-3-oxohexanoate

There total 14 articles about ethyl 6-<(5R)-5-isopropyl-2-(phenylthiomethyl)cyclopent-1-enyl>-3-oxohexanoate 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: 83.0%

: 139694-15-8
ethyl 6-<(5R)-2-hydroxymethyl-5-isopropylcyclopent-1-enyl>-3-oxohexanoate

: 882-33-7
diphenyldisulfane

: 139694-16-9
ethyl 6-<(5R)-5-isopropyl-2-(phenylthiomethyl)cyclopent-1-enyl>-3-oxohexanoate

Guidance literature:: With tributylphosphine; In tetrahydrofuran; at 55 ℃; for 2h;

Reference yield:

: 18031-40-8
(S)-(-)-perillaldehyde

: 139694-16-9
ethyl 6-<(5R)-5-isopropyl-2-(phenylthiomethyl)cyclopent-1-enyl>-3-oxohexanoate

Guidance literature:: Multi-step reaction with 14 steps

1: 52 percent / 30percent H₂O₂, 6M NaOH / methanol / 0.5 h / Ambient temperature

2: 77 percent / NaBH₄ / methanol / 0.5 h / 0 °C

3: 83 percent / diisopropylethylamine / 1) 0 deg C, 4 h, 2) r.t., 10 h

4: 86 percent / 15percent KOH / dimethylsulfoxide / 110 °C

5: 97 percent / H₂ / 10percent Pd-C / methanol / 2206.5 Torr

6: 1) Pb(OAc)4, 2) piperidine, AcOH / 1) benzene, r.t., 15 min, 2) benzene, 55 deg C, 3.5 h

7: 91 percent / NaBH₄, CeCl₃*7H₂O / propan-2-ol; H₂O / 0.25 h / Ambient temperature

8: 85 percent / CBr₄, PPh₃ / tetrahydrofuran / 0.25 h / 10 °C

9: 1) BuLi, HMPA / 1) THF, -70 deg C, 1.5 h, 2) THF, 15 min

10: 91 percent / 6percent Na-Hg, sodium hydrogen phosphate / methanol / 0.5 h / Ambient temperature

11: 81 percent / H₂O / acetone / 4 h / Heating

12: 89 percent / SnCl₂ / CH₂Cl₂ / 0.25 h / Ambient temperature

13: 60 percent / Me₂BBr / CH₂Cl₂ / 0.17 h / -78 °C

14: 83 percent / PBu₃ / tetrahydrofuran / 2 h / 55 °C

With piperidine; lead(IV) acetate; N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; sodium hydroxide; sodium tetrahydroborate; disodium hydrogenphosphate; n-butyllithium; cerium(III) chloride; sodium amalgam; dimethylboron bromide; carbon tetrabromide; tributylphosphine; water; hydrogen; dihydrogen peroxide; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; tin(ll) chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; isopropyl alcohol; acetone;

Reference yield:

: 139694-05-6
1,2-epoxy-4-isopropenyl-1-<(methoxymethoxy)methyl>cyclohexane

: 139694-16-9
ethyl 6-<(5R)-5-isopropyl-2-(phenylthiomethyl)cyclopent-1-enyl>-3-oxohexanoate

Guidance literature:: Multi-step reaction with 11 steps

1: 86 percent / 15percent KOH / dimethylsulfoxide / 110 °C

2: 97 percent / H₂ / 10percent Pd-C / methanol / 2206.5 Torr

3: 1) Pb(OAc)4, 2) piperidine, AcOH / 1) benzene, r.t., 15 min, 2) benzene, 55 deg C, 3.5 h

4: 91 percent / NaBH₄, CeCl₃*7H₂O / propan-2-ol; H₂O / 0.25 h / Ambient temperature

5: 85 percent / CBr₄, PPh₃ / tetrahydrofuran / 0.25 h / 10 °C

6: 1) BuLi, HMPA / 1) THF, -70 deg C, 1.5 h, 2) THF, 15 min

7: 91 percent / 6percent Na-Hg, sodium hydrogen phosphate / methanol / 0.5 h / Ambient temperature

8: 81 percent / H₂O / acetone / 4 h / Heating

9: 89 percent / SnCl₂ / CH₂Cl₂ / 0.25 h / Ambient temperature

10: 60 percent / Me₂BBr / CH₂Cl₂ / 0.17 h / -78 °C

11: 83 percent / PBu₃ / tetrahydrofuran / 2 h / 55 °C

With piperidine; lead(IV) acetate; N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; sodium tetrahydroborate; disodium hydrogenphosphate; n-butyllithium; cerium(III) chloride; sodium amalgam; dimethylboron bromide; carbon tetrabromide; tributylphosphine; water; hydrogen; acetic acid; triphenylphosphine; tin(ll) chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; isopropyl alcohol; acetone;