(3S,5S,7aS,11′S)-3-(benzyloxymethyl)-5-hexyldecahydro-1H-pyrrolo[1,2-j]quinoline

Base Information

• Chemical Name: (3S,5S,7aS,11′S)-3-(benzyloxymethyl)-5-hexyldecahydro-1H-pyrrolo[1,2-j]quinoline
• CAS No.: 844699-00-9
• Molecular Formula: C₂₆H₄₁NO
• Molecular Weight: 383.618
• Mol file: 844699-00-9.mol

Synonyms:(3S,5S,7aS,11′S)-3-(benzyloxymethyl)-5-hexyldecahydro-1H-pyrrolo[1,2-j]quinoline

Chemical Property of (3S,5S,7aS,11′S)-3-(benzyloxymethyl)-5-hexyldecahydro-1H-pyrrolo[1,2-j]quinoline

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of (3S,5S,7aS,11′S)-3-(benzyloxymethyl)-5-hexyldecahydro-1H-pyrrolo[1,2-j]quinoline

There total 47 articles about (3S,5S,7aS,11′S)-3-(benzyloxymethyl)-5-hexyldecahydro-1H-pyrrolo[1,2-j]quinoline 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: 88.0%

(3R)-1-[(2S,5S,6S)-2-benzyloxymethyl-1-azaspiro[4.5]dec-6-yl]-3-nonanol (844698-99-3) → (3S,5S,7aS,11′S)-3-(benzyloxymethyl)-5-hexyldecahydro-1H-pyrrolo[1,2-j]quinoline (844699-00-9)

Guidance literature:

With carbon tetrabromide; triethylamine; triphenylphosphine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/ja040213e

Reference yield: 84.0%

(R)-1-((2S,5S,6S)-2-((benzyloxy)methyl)-1-azaspiro[4.5]decan-6-yl)nonan-3-ol → (3S,5S,7aS,11′S)-3-(benzyloxymethyl)-5-hexyldecahydro-1H-pyrrolo[1,2-j]quinoline (844699-00-9)

Guidance literature:

With dmap; carbon tetrabromide; triethylamine; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 16h;

DOI:10.1021/acs.joc.7b01135

Reference yield: 50.0%

n-hexylmagnesium bromide (3761-92-0) + (2S,5S,7aS,11aS)-3-(benzyloxymethyl)decahydro-1H-pyrrolo[1,2-j]quinoline-5-carbonitrile (879572-67-5) → (3S,5R,7aS,11aS)-3-benzyloxymethyl-5-hexyldecahydro-H-pyrrolo[2,1-j]quinoline (438461-70-2) + (3S,5S,7aS,11′S)-3-(benzyloxymethyl)-5-hexyldecahydro-1H-pyrrolo[1,2-j]quinoline (844699-00-9)

Guidance literature:

With boron trifluoride diethyl etherate; In tetrahydrofuran; diethyl ether; at -20 - 20 ℃; for 12h;

DOI:10.1021/jo0201070

upstream raw materials:

(3R)-1-[(2S,5S,6S)-2-benzyloxymethyl-1-azaspiro[4.5]dec-6-yl]-3-nonanol

n-hexylmagnesium bromide

(2S,5S,7aS,11aS)-3-(benzyloxymethyl)decahydro-1H-pyrrolo[1,2-j]quinoline-5-carbonitrile

(S)-5-benzyloxymetyl-1-tert-butoxycarbonyl-2-pyrrolidinone