(2R,3S,3aS,6aR)-2-{3-[2-(4-methoxyphenylmethyloxy)ethyl]hexahydrocyclopenta[c]isoxazol-1-yl}-2-phenyl-ethanol

Base Information

Chemical Name:(2R,3S,3aS,6aR)-2-{3-[2-(4-methoxyphenylmethyloxy)ethyl]hexahydrocyclopenta[c]isoxazol-1-yl}-2-phenyl-ethanol
CAS No.:845276-48-4
Molecular Formula:C₂₄H₃₁NO₄
Molecular Weight:397.514
Hs Code.:

Synonyms:(2R,3S,3aS,6aR)-2-{3-[2-(4-methoxyphenylmethyloxy)ethyl]hexahydrocyclopenta[c]isoxazol-1-yl}-2-phenyl-ethanol

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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 (2R,3S,3aS,6aR)-2-{3-[2-(4-methoxyphenylmethyloxy)ethyl]hexahydrocyclopenta[c]isoxazol-1-yl}-2-phenyl-ethanol

Chemical Property:

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Technology Process of (2R,3S,3aS,6aR)-2-{3-[2-(4-methoxyphenylmethyloxy)ethyl]hexahydrocyclopenta[c]isoxazol-1-yl}-2-phenyl-ethanol

There total 4 articles about (2R,3S,3aS,6aR)-2-{3-[2-(4-methoxyphenylmethyloxy)ethyl]hexahydrocyclopenta[c]isoxazol-1-yl}-2-phenyl-ethanol 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: 84.0%

: 845276-46-2
(3R,5S,5aR,8aS)-5-[2-(4-methoxyphenylmethyloxy)ethyl]-3-phenylhexahydro-1,4-dioxa-3a-azacyclopenta[c]pentalene

: 845276-48-4
(2R,3S,3aS,6aR)-2-{3-[2-(4-methoxyphenylmethyloxy)ethyl]hexahydrocyclopenta[c]isoxazol-1-yl}-2-phenyl-ethanol

Guidance literature:: With zinc(II) tetrahydroborate; In diethyl ether; at -10 - 0 ℃;
DOI:10.1055/s-2004-836049

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 845276-48-4
(2R,3S,3aS,6aR)-2-{3-[2-(4-methoxyphenylmethyloxy)ethyl]hexahydrocyclopenta[c]isoxazol-1-yl}-2-phenyl-ethanol

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

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

: 845276-48-4
(2R,3S,3aS,6aR)-2-{3-[2-(4-methoxyphenylmethyloxy)ethyl]hexahydrocyclopenta[c]isoxazol-1-yl}-2-phenyl-ethanol

Guidance literature:: Multi-step reaction with 5 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

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