(3S,3aS,6aR)-3-[2-(4-methoxybenzyloxy)ethyl]hexahydrocyclopenta[c]isoxazole

Base Information

Chemical Name:(3S,3aS,6aR)-3-[2-(4-methoxybenzyloxy)ethyl]hexahydrocyclopenta[c]isoxazole
CAS No.:845276-50-8
Molecular Formula:C₁₆H₂₃NO₃
Molecular Weight:277.364
Hs Code.:

Synonyms:(3S,3aS,6aR)-3-[2-(4-methoxybenzyloxy)ethyl]hexahydrocyclopenta[c]isoxazole

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,3aS,6aR)-3-[2-(4-methoxybenzyloxy)ethyl]hexahydrocyclopenta[c]isoxazole

Chemical Property:

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Technology Process of (3S,3aS,6aR)-3-[2-(4-methoxybenzyloxy)ethyl]hexahydrocyclopenta[c]isoxazole

There total 7 articles about (3S,3aS,6aR)-3-[2-(4-methoxybenzyloxy)ethyl]hexahydrocyclopenta[c]isoxazole 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: 55.0%

: 845276-49-5
Methanesulfonic acid (R)-2-{(3S,3aS,6aR)-3-[2-(4-methoxy-benzyloxy)-ethyl]-hexahydro-cyclopenta[c]isoxazol-1-yl}-2-phenyl-ethyl ester

: 845276-50-8
(3S,3aS,6aR)-3-[2-(4-methoxybenzyloxy)ethyl]hexahydrocyclopenta[c]isoxazole

Guidance literature:: With potassium cyanide; In dimethyl sulfoxide; at 120 ℃; microwave irradiation;
DOI:10.1055/s-2004-836049

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 845276-50-8
(3S,3aS,6aR)-3-[2-(4-methoxybenzyloxy)ethyl]hexahydrocyclopenta[c]isoxazole

Guidance literature:: Multi-step reaction with 8 steps

1.1: 91 percent / NaH / tetrahydrofuran; dimethylformamide

2.1: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

2.2: tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - 25 °C

3.1: H₂; pyridine / Pd/BaSO₄ / methanol / 25 °C / 760 Torr

4.1: toluene / 45 °C

5.1: toluene / 18 h / 75 °C

6.1: 84 percent / Zn(BH₄)2 / diethyl ether / -10 - 0 °C

7.1: 98 percent / Et₃N / CH₂Cl₂ / 0 °C

8.1: 55 percent / KCN / dimethylsulfoxide / 120 °C / microwave irradiation

With pyridine; potassium cyanide; n-butyllithium; zinc(II) tetrahydroborate; hydrogen; sodium hydride; triethylamine; Pd-BaSO₄; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1055/s-2004-836049

Reference yield:

: 218434-90-3
1-but-3-ynyloxymethyl-4-methoxy-benzene

: 845276-50-8
(3S,3aS,6aR)-3-[2-(4-methoxybenzyloxy)ethyl]hexahydrocyclopenta[c]isoxazole

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

1.2: tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - 25 °C

2.1: H₂; pyridine / Pd/BaSO₄ / methanol / 25 °C / 760 Torr

3.1: toluene / 45 °C

4.1: toluene / 18 h / 75 °C

5.1: 84 percent / Zn(BH₄)2 / diethyl ether / -10 - 0 °C

6.1: 98 percent / Et₃N / CH₂Cl₂ / 0 °C

7.1: 55 percent / KCN / dimethylsulfoxide / 120 °C / microwave irradiation

With pyridine; potassium cyanide; n-butyllithium; zinc(II) tetrahydroborate; hydrogen; triethylamine; Pd-BaSO₄; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1055/s-2004-836049