N-((1S,3R,4S,5R)-4-benzyl-7-i-propylbicyclo[3.3.1]non-6-en-3-yl)hydroxylamine

Base Information

Chemical Name:N-((1S,3R,4S,5R)-4-benzyl-7-i-propylbicyclo[3.3.1]non-6-en-3-yl)hydroxylamine
CAS No.:1146974-87-9
Molecular Formula:C₁₉H₂₇NO
Molecular Weight:285.429
Hs Code.:

Synonyms:N-((1S,3R,4S,5R)-4-benzyl-7-i-propylbicyclo[3.3.1]non-6-en-3-yl)hydroxylamine

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Chemical Property of N-((1S,3R,4S,5R)-4-benzyl-7-i-propylbicyclo[3.3.1]non-6-en-3-yl)hydroxylamine

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Technology Process of N-((1S,3R,4S,5R)-4-benzyl-7-i-propylbicyclo[3.3.1]non-6-en-3-yl)hydroxylamine

There total 3 articles about N-((1S,3R,4S,5R)-4-benzyl-7-i-propylbicyclo[3.3.1]non-6-en-3-yl)hydroxylamine 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:

: C₂₀H₂₈O₄S

: 1146974-87-9
N-((1S,3R,4S,5R)-4-benzyl-7-i-propylbicyclo[3.3.1]non-6-en-3-yl)hydroxylamine

: 1146974-71-1
N-((1R,2S,3R,5R)-2-benzyl-7-i-propylbicyclo[3.3.1]non-6-en-3-yl)hydroxylamine

Guidance literature:: C₂₀H₂₈O₄S; With silica gel; In hexane; at 20 ℃; for 6h; Inert atmosphere;

With pyridine; hydroxylamine hydrochloride; at 20 ℃; for 7h; Inert atmosphere;

With ethanol; sodium cyanoborohydride; trifluoroacetic acid; at 0 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol900441f

Reference yield:

: 1146974-50-6
(1R,2S,5S)-2-benzylbicyclo[3.3.1]nonane-3,7-dione

: 1146974-87-9
N-((1S,3R,4S,5R)-4-benzyl-7-i-propylbicyclo[3.3.1]non-6-en-3-yl)hydroxylamine

: 1146974-71-1
N-((1R,2S,3R,5R)-2-benzyl-7-i-propylbicyclo[3.3.1]non-6-en-3-yl)hydroxylamine

Guidance literature:: Multi-step reaction with 3 steps

1.1: cerium(III) chloride / hexane; tetrahydrofuran / -78 - 0 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.1: silica gel / hexane / 6 h / 20 °C / Inert atmosphere

3.2: 7 h / 20 °C / Inert atmosphere

3.3: 3 h / 0 °C / Inert atmosphere

With cerium(III) chloride; silica gel; triethylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja509766f

Reference yield:

: 1146974-67-5
(1R,3S,5S,7R,8S)-8-benzyl-3-isopropyl-2-oxa-1-adamantanol

: 1146974-87-9
N-((1S,3R,4S,5R)-4-benzyl-7-i-propylbicyclo[3.3.1]non-6-en-3-yl)hydroxylamine

: 1146974-71-1
N-((1R,2S,3R,5R)-2-benzyl-7-i-propylbicyclo[3.3.1]non-6-en-3-yl)hydroxylamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.1: silica gel / hexane / 6 h / 20 °C / Inert atmosphere

2.2: 7 h / 20 °C / Inert atmosphere

2.3: 3 h / 0 °C / Inert atmosphere

With silica gel; triethylamine; In hexane; dichloromethane;
DOI:10.1021/ja509766f