(1S,2S,4aS,8aR)-1-[2-(3-Methoxy-phenyl)-ethyl]-5,5,8a-trimethyl-decahydro-naphthalene-2-carboxylic acid

Base Information

Chemical Name:(1S,2S,4aS,8aR)-1-[2-(3-Methoxy-phenyl)-ethyl]-5,5,8a-trimethyl-decahydro-naphthalene-2-carboxylic acid
CAS No.:861996-75-0
Molecular Formula:C₂₃H₃₄O₃
Molecular Weight:358.521
Hs Code.:

Synonyms:(1S,2S,4aS,8aR)-1-[2-(3-Methoxy-phenyl)-ethyl]-5,5,8a-trimethyl-decahydro-naphthalene-2-carboxylic acid

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Chemical Property of (1S,2S,4aS,8aR)-1-[2-(3-Methoxy-phenyl)-ethyl]-5,5,8a-trimethyl-decahydro-naphthalene-2-carboxylic acid

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Technology Process of (1S,2S,4aS,8aR)-1-[2-(3-Methoxy-phenyl)-ethyl]-5,5,8a-trimethyl-decahydro-naphthalene-2-carboxylic acid

There total 8 articles about (1S,2S,4aS,8aR)-1-[2-(3-Methoxy-phenyl)-ethyl]-5,5,8a-trimethyl-decahydro-naphthalene-2-carboxylic acid 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: 40.0%

: 861996-73-8
(1S,2S,4aS,8aR)-1-[2-(3-Methoxy-phenyl)-ethyl]-5,5,8a-trimethyl-decahydro-naphthalene-2-carbaldehyde

: 861996-75-0
(1S,2S,4aS,8aR)-1-[2-(3-Methoxy-phenyl)-ethyl]-5,5,8a-trimethyl-decahydro-naphthalene-2-carboxylic acid

Guidance literature:: With oxygen; In tetrahydrofuran; at 20 ℃; for 5h;
DOI:10.1002/chem.200401220

Reference yield:

: 861996-64-7
(4aS,5S,8aS)-5-[2-(3-Methoxy-phenyl)-ethyl]-1,1,4a-trimethyl-6-methylene-decahydro-naphthalene

: 861996-75-0
(1S,2S,4aS,8aR)-1-[2-(3-Methoxy-phenyl)-ethyl]-5,5,8a-trimethyl-decahydro-naphthalene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: B₂H₆*Me₂S / tetrahydrofuran; various solvent(s) / 0 - 20 °C

1.2: 61 percent / aq. H₂O₂; NaOH / tetrahydrofuran; various solvent(s) / 1 h / 0 °C

2.1: 83 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

3.1: 40 percent / oxygen / tetrahydrofuran / 5 h / 20 °C

With oxalyl dichloride; diborane-dimethylsulfide complex; oxygen; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 2.1: Swern oxidation;
DOI:10.1002/chem.200401220

Reference yield:

: 861996-60-3
1-(3-Methoxy-phenyl)-2-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydro-naphthalen-1-yl)-ethanone

: 861996-75-0
(1S,2S,4aS,8aR)-1-[2-(3-Methoxy-phenyl)-ethyl]-5,5,8a-trimethyl-decahydro-naphthalene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 88 percent / NaBH₄; CeCl₃*7H₂O / methanol / 1 h / 0 °C

2.1: 80 mg / CH₂Cl₂

3.1: 62 mg / Bu₃SnH; AIBN / toluene / Heating

4.1: B₂H₆*Me₂S / tetrahydrofuran; various solvent(s) / 0 - 20 °C

4.2: 61 percent / aq. H₂O₂; NaOH / tetrahydrofuran; various solvent(s) / 1 h / 0 °C

5.1: 83 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

6.1: 40 percent / oxygen / tetrahydrofuran / 5 h / 20 °C

With sodium tetrahydroborate; cerium(III) chloride; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); diborane-dimethylsulfide complex; oxygen; tri-n-butyl-tin hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; toluene; 1.1: Luche reduction / 5.1: Swern oxidation;
DOI:10.1002/chem.200401220