(2R,4aS,6S,8aS)-2-benzyloxymethoxy-6-tert-butyldimethylsiloxy-1-methylene-5,5,8a-(trimethyl)decahydronaphthalene

Base Information

Chemical Name:(2R,4aS,6S,8aS)-2-benzyloxymethoxy-6-tert-butyldimethylsiloxy-1-methylene-5,5,8a-(trimethyl)decahydronaphthalene
CAS No.:479636-94-7
Molecular Formula:C₂₈H₄₆O₃Si
Molecular Weight:458.757
Hs Code.:

Synonyms:(2R,4aS,6S,8aS)-2-benzyloxymethoxy-6-tert-butyldimethylsiloxy-1-methylene-5,5,8a-(trimethyl)decahydronaphthalene

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Chemical Property of (2R,4aS,6S,8aS)-2-benzyloxymethoxy-6-tert-butyldimethylsiloxy-1-methylene-5,5,8a-(trimethyl)decahydronaphthalene

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Technology Process of (2R,4aS,6S,8aS)-2-benzyloxymethoxy-6-tert-butyldimethylsiloxy-1-methylene-5,5,8a-(trimethyl)decahydronaphthalene

There total 5 articles about (2R,4aS,6S,8aS)-2-benzyloxymethoxy-6-tert-butyldimethylsiloxy-1-methylene-5,5,8a-(trimethyl)decahydronaphthalene 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: 91.0%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 479636-93-6
(2R,4aS,6S,8aS)-2-benzyloxymethoxy-6-tert-butyldimethylsiloxy-2-hydroxy-5,5,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-1(2H)-one

: 479636-94-7
(2R,4aS,6S,8aS)-2-benzyloxymethoxy-6-tert-butyldimethylsiloxy-1-methylene-5,5,8a-(trimethyl)decahydronaphthalene

Guidance literature:: With potassium tert-butylate; In benzene; Heating;
DOI:10.1016/S0040-4039(02)01859-2

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 479636-94-7
(2R,4aS,6S,8aS)-2-benzyloxymethoxy-6-tert-butyldimethylsiloxy-1-methylene-5,5,8a-(trimethyl)decahydronaphthalene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

2.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran / 1.5 h / -78 °C

2.2: 74 percent / 2-phenylsulfonyl-3-phenyloxaziridine / tetrahydrofuran / 2 h / -78 °C

3.1: 98 percent / N,N-(diisopropyl)ethylamine / CH₂Cl₂ / 15 h / 20 °C

4.1: potassium tert-butoxide / benzene / 3 h / Heating

4.2: 91 percent / benzene / 16 h / Heating

With 2,6-dimethylpyridine; potassium tert-butylate; sodium hexamethyldisilazane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; benzene; 4.2: Wittig reaction;
DOI:10.1016/j.tet.2003.09.037

Reference yield:

: 113666-05-0
(4aS,6S,8aS)-6-hydroxy-5,5,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-1(2H)-one

: 479636-94-7
(2R,4aS,6S,8aS)-2-benzyloxymethoxy-6-tert-butyldimethylsiloxy-1-methylene-5,5,8a-(trimethyl)decahydronaphthalene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

2.1: sodium bis(trimethylsilyl)amide / tetrahydrofuran / 1.5 h / -78 °C

2.2: 74 percent / 2-phenylsulfonyl-3-phenyloxaziridine / tetrahydrofuran / 2 h / -78 °C

3.1: 98 percent / N,N-(diisopropyl)ethylamine / CH₂Cl₂ / 15 h / 20 °C

4.1: potassium tert-butoxide / benzene / 3 h / Heating

4.2: 91 percent / benzene / 16 h / Heating

With 2,6-dimethylpyridine; potassium tert-butylate; sodium hexamethyldisilazane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; benzene; 4.2: Wittig reaction;
DOI:10.1016/j.tet.2003.09.037