(3R,4R,4aR,7S)-7-[(S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-2-methyl-cyclopent-1-enylmethyl]-4,7-dimethyl-3,4,4a,5,6,7-hexahydro-cyclopenta[c]pyran-3-ol

Base Information

Chemical Name:(3R,4R,4aR,7S)-7-[(S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-2-methyl-cyclopent-1-enylmethyl]-4,7-dimethyl-3,4,4a,5,6,7-hexahydro-cyclopenta[c]pyran-3-ol
CAS No.:122407-52-7
Molecular Formula:C₂₇H₃₈O₃
Molecular Weight:410.597
Hs Code.:

Synonyms:(3R,4R,4aR,7S)-7-[(S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-2-methyl-cyclopent-1-enylmethyl]-4,7-dimethyl-3,4,4a,5,6,7-hexahydro-cyclopenta[c]pyran-3-ol

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Chemical Property of (3R,4R,4aR,7S)-7-[(S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-2-methyl-cyclopent-1-enylmethyl]-4,7-dimethyl-3,4,4a,5,6,7-hexahydro-cyclopenta[c]pyran-3-ol

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Technology Process of (3R,4R,4aR,7S)-7-[(S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-2-methyl-cyclopent-1-enylmethyl]-4,7-dimethyl-3,4,4a,5,6,7-hexahydro-cyclopenta[c]pyran-3-ol

There total 1 articles about (3R,4R,4aR,7S)-7-[(S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-2-methyl-cyclopent-1-enylmethyl]-4,7-dimethyl-3,4,4a,5,6,7-hexahydro-cyclopenta[c]pyran-3-ol 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: 97.0%

: 122347-08-4,122407-55-0
2-{(1R,3R)-3-[(S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-2-methyl-cyclopent-1-enylmethyl]-3-methyl-2-[1-trimethylsilanyloxy-meth-(Z)-ylidene]-cyclopentyl}-propionaldehyde

: 120410-18-6
{(3S,4R,4aR,7S)-7-[(S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-2-methyl-cyclopent-1-enylmethyl]-4,7-dimethyl-3,4,4a,5,6,7-hexahydro-cyclopenta[c]pyran-3-yloxy}-trimethyl-silane

: 120410-12-0
{(3R,4R,4aR,7S)-7-[(S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-2-methyl-cyclopent-1-enylmethyl]-4,7-dimethyl-3,4,4a,5,6,7-hexahydro-cyclopenta[c]pyran-3-yloxy}-trimethyl-silane

: 122407-52-7
(3R,4R,4aR,7S)-7-[(S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-2-methyl-cyclopent-1-enylmethyl]-4,7-dimethyl-3,4,4a,5,6,7-hexahydro-cyclopenta[c]pyran-3-ol

: 122440-51-1
(3S,4R,4aR,7S)-7-[(S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-2-methyl-cyclopent-1-enylmethyl]-4,7-dimethyl-3,4,4a,5,6,7-hexahydro-cyclopenta[c]pyran-3-ol

Guidance literature:: With water; pyridinium p-toluenesulfonate; In tetrahydrofuran; water; for 15h; Ambient temperature;

Reference yield: 95.0%

: 122407-52-7
(3R,4R,4aR,7S)-7-[(S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-2-methyl-cyclopent-1-enylmethyl]-4,7-dimethyl-3,4,4a,5,6,7-hexahydro-cyclopenta[c]pyran-3-ol

: 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

Guidance literature:: With sodium tetrahydroborate; sodium hydrogencarbonate; In methanol; at 0 - 5 ℃; for 1h;

Reference yield:

: 122407-52-7
(3R,4R,4aR,7S)-7-[(S)-5-((R)-2-Benzyloxy-1-methyl-ethyl)-2-methyl-cyclopent-1-enylmethyl]-4,7-dimethyl-3,4,4a,5,6,7-hexahydro-cyclopenta[c]pyran-3-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 13 steps

1: 95 percent / aq.NaHCO₃, NaBH₄ / methanol / 1 h / 0 - 5 °C

2: 48 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 0 °C

3: 95 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

4: 99.5 percent / hydrogen / Pd/carbon (5percent) / ethanol / 3 h / Ambient temperature

5: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -70 deg C to -60 deg C, 15 min, 2.) -60 deg C to -10 deg C

6: 98 percent / Et₃N / CH₂Cl₂ / 48 h / 0 °C

7: 94 percent / Pd(OAc)2 / acetonitrile / 12 h / Ambient temperature

8: 93 percent / CeCl₃*7H₂O, NaBH₄ / methanol / 1 h / 0 °C / addition of the reagents after every 10 min

9: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -70 deg C to -60 deg C, 30 min, 2.) -60 deg C to -10 deg C

10: 96 percent / TiCl₂, pyridine / tetrahydrofuran / 3 h / Ambient temperature

11: 93 percent / 4-(dimethylamino)pyridine / pyridine / 2 h / 0 °C

12: 76 percent / Li, liq. NH₃, ethanol / tetrahydrofuran / 1 h / -78 °C

13: 100 percent / 4-(dimethylamino)pyridinei / pyridine / 6 h / Ambient temperature

With pyridine; dmap; palladium diacetate; sodium tetrahydroborate; cerium(III) chloride; oxalyl dichloride; ethanol; ammonia; hydrogen; titanium chloride; lithium; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; acetonitrile;