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

Base Information

Chemical Name:(1S,2S,4aS,8aR)-1-[2-(3-Methoxy-phenyl)-ethyl]-5,5,8a-trimethyl-decahydro-naphthalene-2-carbaldehyde
CAS No.:861996-73-8
Molecular Formula:C₂₃H₃₄O₂
Molecular Weight:342.522
Hs Code.:

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

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

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

There total 7 articles about (1S,2S,4aS,8aR)-1-[2-(3-Methoxy-phenyl)-ethyl]-5,5,8a-trimethyl-decahydro-naphthalene-2-carbaldehyde 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: 83.0%

: 861996-68-1
{(1S,2S,4aS,8aR)-1-[2-(3-Methoxy-phenyl)-ethyl]-5,5,8a-trimethyl-decahydro-naphthalen-2-yl}-methanol

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

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;
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

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

Guidance literature:: Multi-step reaction with 2 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 steps

1.1: 80 mg / CH₂Cl₂

2.1: 62 mg / Bu₃SnH; AIBN / toluene / Heating

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

3.2: 61 percent / aq. H₂O₂; NaOH / tetrahydrofuran; various solvent(s) / 1 h / 0 °C

4.1: 83 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With oxalyl dichloride; 2,2'-azobis(isobutyronitrile); diborane-dimethylsulfide complex; tri-n-butyl-tin hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; toluene; 4.1: Swern oxidation;
DOI:10.1002/chem.200401220