1-tert-butoxy-2-<2-(4-methoxybenzocyclobutenyl)-ethyl>-2-methyl-3-<2-p-toluenesulphonyloxy)ethyl>cyclopentane

Base Information

Chemical Name:1-tert-butoxy-2-<2-(4-methoxybenzocyclobutenyl)-ethyl>-2-methyl-3-<2-p-toluenesulphonyloxy)ethyl>cyclopentane
CAS No.:80322-28-7
Molecular Formula:C₃₀H₄₂O₅S
Molecular Weight:514.726
Hs Code.:

Synonyms:1-tert-butoxy-2-<2-(4-methoxybenzocyclobutenyl)-ethyl>-2-methyl-3-<2-p-toluenesulphonyloxy)ethyl>cyclopentane

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Chemical Property of 1-tert-butoxy-2-<2-(4-methoxybenzocyclobutenyl)-ethyl>-2-methyl-3-<2-p-toluenesulphonyloxy)ethyl>cyclopentane

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Technology Process of 1-tert-butoxy-2-<2-(4-methoxybenzocyclobutenyl)-ethyl>-2-methyl-3-<2-p-toluenesulphonyloxy)ethyl>cyclopentane

There total 11 articles about 1-tert-butoxy-2-<2-(4-methoxybenzocyclobutenyl)-ethyl>-2-methyl-3-<2-p-toluenesulphonyloxy)ethyl>cyclopentane 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: 79.8%

: 80322-27-6
1-tert-butoxy-3-(2-hydroxyethyl)-2-<2-(4-methoxybenzocyclobutenyl)ethyl>-2-methylcyclopentane

: 98-59-9
p-toluenesulfonyl chloride

: 80322-28-7
1-tert-butoxy-2-<2-(4-methoxybenzocyclobutenyl)-ethyl>-2-methyl-3-<2-p-toluenesulphonyloxy)ethyl>cyclopentane

Guidance literature:: With pyridine; at 0 ℃; for 4h;
DOI:10.1016/S0040-4020(01)98954-9

Reference yield:

: 41878-38-0
(1S,7aS)-1-tert-butoxy-7a-methyl-1,2,3,6,7,7a-hexahydro-5H-inden-5-one

: 80322-28-7
1-tert-butoxy-2-<2-(4-methoxybenzocyclobutenyl)-ethyl>-2-methyl-3-<2-p-toluenesulphonyloxy)ethyl>cyclopentane

Guidance literature:: Multi-step reaction with 11 steps

1: 81.4 percent / H₂ / 10percent Pd-C / hexane / 2 h / Ambient temperature

2: 13.236 g / NaH / benzene / 3 h / Ambient temperature

3: KOAc / ethanol / 18 h / Heating

4: 91 percent / KOH / 2-methyl-propan-2-ol / 12 h / 60 °C

5: 91.6 percent / LAH / tetrahydrofuran / 6 h / Ambient temperature

6: 94.8 percent / p-toluenesulfonic acid / CH₂Cl₂ / 3 h / Ambient temperature

7: 76 percent / CH₃I, Na₂CO₃ / acetonitrile; H₂O / 8 h / 50 °C

8: 77 percent / NaH / dimethylformamide / 1 h / Ambient temperature

9: 13.7 percent / Na, NH₃ / tetrahydrofuran / 0.5 h / -78 °C

10: 93.9 percent / 5percent HCl / methanol / 3 h / Ambient temperature

11: 79.8 percent / pyridine / 4 h / 0 °C

With pyridine; hydrogenchloride; potassium hydroxide; lithium aluminium tetrahydride; ammonia; hydrogen; potassium acetate; sodium; sodium hydride; sodium carbonate; toluene-4-sulfonic acid; methyl iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4020(01)98954-9

Reference yield:

: 80374-04-5
(+)-(1S,3aR,7aS)-1-tert-butoxy-3a,4,7,7a-tetrahydro-7a-methyl-5(6H)-indanone

: 80322-28-7
1-tert-butoxy-2-<2-(4-methoxybenzocyclobutenyl)-ethyl>-2-methyl-3-<2-p-toluenesulphonyloxy)ethyl>cyclopentane

Guidance literature:: Multi-step reaction with 10 steps

1: 13.236 g / NaH / benzene / 3 h / Ambient temperature

2: KOAc / ethanol / 18 h / Heating

3: 91 percent / KOH / 2-methyl-propan-2-ol / 12 h / 60 °C

4: 91.6 percent / LAH / tetrahydrofuran / 6 h / Ambient temperature

5: 94.8 percent / p-toluenesulfonic acid / CH₂Cl₂ / 3 h / Ambient temperature

6: 76 percent / CH₃I, Na₂CO₃ / acetonitrile; H₂O / 8 h / 50 °C

7: 77 percent / NaH / dimethylformamide / 1 h / Ambient temperature

8: 13.7 percent / Na, NH₃ / tetrahydrofuran / 0.5 h / -78 °C

9: 93.9 percent / 5percent HCl / methanol / 3 h / Ambient temperature

10: 79.8 percent / pyridine / 4 h / 0 °C

With pyridine; hydrogenchloride; potassium hydroxide; lithium aluminium tetrahydride; ammonia; potassium acetate; sodium; sodium hydride; sodium carbonate; toluene-4-sulfonic acid; methyl iodide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4020(01)98954-9