(2R,4aS,8aS)-cis-2-[8-(4-methoxy-benzyloxymethyl)-4a-methyl-1,2,4a,8a-tetrahydronaphthalen-2-yl]-N,N-dimethylpropionamide

Base Information

Chemical Name:(2R,4aS,8aS)-cis-2-[8-(4-methoxy-benzyloxymethyl)-4a-methyl-1,2,4a,8a-tetrahydronaphthalen-2-yl]-N,N-dimethylpropionamide
CAS No.:862207-45-2
Molecular Formula:C₂₅H₃₃NO₃
Molecular Weight:395.542
Hs Code.:

Synonyms:(2R,4aS,8aS)-cis-2-[8-(4-methoxy-benzyloxymethyl)-4a-methyl-1,2,4a,8a-tetrahydronaphthalen-2-yl]-N,N-dimethylpropionamide

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Chemical Property of (2R,4aS,8aS)-cis-2-[8-(4-methoxy-benzyloxymethyl)-4a-methyl-1,2,4a,8a-tetrahydronaphthalen-2-yl]-N,N-dimethylpropionamide

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Technology Process of (2R,4aS,8aS)-cis-2-[8-(4-methoxy-benzyloxymethyl)-4a-methyl-1,2,4a,8a-tetrahydronaphthalen-2-yl]-N,N-dimethylpropionamide

There total 5 articles about (2R,4aS,8aS)-cis-2-[8-(4-methoxy-benzyloxymethyl)-4a-methyl-1,2,4a,8a-tetrahydronaphthalen-2-yl]-N,N-dimethylpropionamide 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: 98.0%

: 19429-86-8
N,N-dimethyl-1,1-dimethoxy-propyl-1-amine

: 545374-99-0
(1R,4aR,8aS)-cis-5-(4-methoxy-benzyloxymethyl)-8a-methyl-1,4,4a,8a-tetrahydronaphthalen-1-ol

: 862207-45-2
(2R,4aS,8aS)-cis-2-[8-(4-methoxy-benzyloxymethyl)-4a-methyl-1,2,4a,8a-tetrahydronaphthalen-2-yl]-N,N-dimethylpropionamide

Guidance literature:: In xylene; at 150 ℃; for 12h;
DOI:10.1002/hlca.200590078

Reference yield:

: 70887-29-5
4-methoxybenzyl iodide

: 862207-45-2
(2R,4aS,8aS)-cis-2-[8-(4-methoxy-benzyloxymethyl)-4a-methyl-1,2,4a,8a-tetrahydronaphthalen-2-yl]-N,N-dimethylpropionamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.25 h / -60 °C

1.2: 88 percent / dimethylformamide / 3 h / -50 °C

2.1: 98 percent / xylene / 12 h / 150 °C

With sodium hydride; In N,N-dimethyl-formamide; xylene; 2.1: Eschenmoser-Claisen rearrangement;
DOI:10.1002/hlca.200590078

Reference yield:

: 862207-42-9
(4aS,8aR)-cis-4a-methyl-5-oxo-4a,5,8,8a-tetrahydro-naphthalene-1-carbaldehyde

: 862207-45-2
(2R,4aS,8aS)-cis-2-[8-(4-methoxy-benzyloxymethyl)-4a-methyl-1,2,4a,8a-tetrahydronaphthalen-2-yl]-N,N-dimethylpropionamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 98 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 1.5 h / 0 °C

2.1: NaH / dimethylformamide / 0.25 h / -60 °C

2.2: 88 percent / dimethylformamide / 3 h / -50 °C

3.1: 98 percent / xylene / 12 h / 150 °C

With sodium tetrahydroborate; cerium(III) chloride; sodium hydride; In methanol; N,N-dimethyl-formamide; xylene; 3.1: Eschenmoser-Claisen rearrangement;
DOI:10.1002/hlca.200590078