(1S,4R,4aS,5R,7S,8R,8aR)-8-Methoxymethoxy-7-(3-methoxy-phenyl)-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalen-5-ol

Base Information

Chemical Name:(1S,4R,4aS,5R,7S,8R,8aR)-8-Methoxymethoxy-7-(3-methoxy-phenyl)-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalen-5-ol
CAS No.:167387-13-5
Molecular Formula:C₂₀H₂₆O₄
Molecular Weight:330.424
Hs Code.:

Synonyms:(1S,4R,4aS,5R,7S,8R,8aR)-8-Methoxymethoxy-7-(3-methoxy-phenyl)-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalen-5-ol

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Chemical Property of (1S,4R,4aS,5R,7S,8R,8aR)-8-Methoxymethoxy-7-(3-methoxy-phenyl)-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalen-5-ol

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Technology Process of (1S,4R,4aS,5R,7S,8R,8aR)-8-Methoxymethoxy-7-(3-methoxy-phenyl)-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalen-5-ol

There total 4 articles about (1S,4R,4aS,5R,7S,8R,8aR)-8-Methoxymethoxy-7-(3-methoxy-phenyl)-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalen-5-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: 94.0%

: 167387-10-2
(1S,4R,4aS,7S,8R,8aR)-8-Methoxymethoxy-7-(3-methoxy-phenyl)-4,4a,6,7,8,8a-hexahydro-1H-1,4-methano-naphthalen-5-one

: 167387-13-5
(1S,4R,4aS,5R,7S,8R,8aR)-8-Methoxymethoxy-7-(3-methoxy-phenyl)-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalen-5-ol

Guidance literature:: With sodium tetrahydroborate; In methanol; at -12 ℃;
DOI:10.1248/cpb.43.901

Reference yield:

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: 167387-13-5
(1S,4R,4aS,5R,7S,8R,8aR)-8-Methoxymethoxy-7-(3-methoxy-phenyl)-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalen-5-ol

Guidance literature:: Multi-step reaction with 2 steps

1: CuBr-Me₂S / tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide / -78 °C

2: sodium tetrahydroborate / methanol / -12 °C

With sodium tetrahydroborate; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1248/cpb.43.901

Reference yield:

: 146830-38-8
(1S,4R,4aS,5R,8S,8aR)-8-Methoxymethoxy-1,4,4a,5,8,8a-hexahydro-1,4-methano-naphthalen-5-ol

: 167387-13-5
(1S,4R,4aS,5R,7S,8R,8aR)-8-Methoxymethoxy-7-(3-methoxy-phenyl)-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalen-5-ol

Guidance literature:: Multi-step reaction with 3 steps

1: dipyridinium dichromate / N,N-dimethyl-formamide / Ambient temperature

2: CuBr-Me₂S / tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide / -78 °C

3: sodium tetrahydroborate / methanol / -12 °C

With sodium tetrahydroborate; dipyridinium dichromate; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide;
DOI:10.1248/cpb.43.901