(+)-N-(2R,4S)-trans-(4-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)propionamide

Base Information

Chemical Name:(+)-N-(2R,4S)-trans-(4-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)propionamide
CAS No.:1350817-04-7
Molecular Formula:C₁₉H₂₁NO
Molecular Weight:279.382
Hs Code.:

Synonyms:(+)-N-(2R,4S)-trans-(4-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)propionamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+)-N-(2R,4S)-trans-(4-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)propionamide

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Technology Process of (+)-N-(2R,4S)-trans-(4-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)propionamide

There total 7 articles about (+)-N-(2R,4S)-trans-(4-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)propionamide 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: 70.0%

: 1254802-80-6
(-)-(2R,4S)-2-azido-4-phenyl-1,2,3,4-tetrahydronaphthalene

: 123-62-6
propionic acid anhydride

: 1350817-04-7,134865-74-0,620170-78-7
(+)-N-(2R,4S)-trans-(4-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)propionamide

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In isopropyl alcohol; at 20 ℃; for 16h; under 3040.2 Torr;
DOI:10.1039/c1ob06369c

Reference yield:

: 1005765-07-0
(+/-)-N-(4-phenyl-3,4-dihydronaphthalen-2-yl) propionamide

: 1350817-05-8,134865-74-0,620170-78-7
(-)-N-(2S,4R)-trans-(4-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)propionamide

: 1350817-03-6,134865-74-0,620170-78-7
(-)-(2R,4R)-cis-N-(4-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)propanamide

: 1350817-02-5,134865-74-0,620170-78-7
(+)-(2S,4S)-cis-N-(4-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)propanamide

: 1350817-04-7,134865-74-0,620170-78-7
(+)-N-(2R,4S)-trans-(4-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)propionamide

Guidance literature:: With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; In dichloromethane; at 35 ℃; for 16h; under 760.051 Torr; enantioselective reaction;
DOI:10.1002/asia.200900441

Reference yield:

: 150402-73-6,14195-35-8
4-phenyl-2-tetralone

: 1350817-04-7,134865-74-0,620170-78-7
(+)-N-(2R,4S)-trans-(4-phenyl-1,2,3,4-tetrahydronaphthalen-2-yl)propionamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid; (S)-mandelamide / toluene / 4 h / Reflux

1.2: 16 h / 100 °C

2.1: sodium tetrahydroborate / methanol / 4 h / Reflux

3.1: pyridine / 2 h / 20 °C / Inert atmosphere

4.1: sodium azide / N,N-dimethyl-formamide / 1 h / 110 °C / Inert atmosphere

5.1: palladium 10% on activated carbon; hydrogen / isopropyl alcohol / 16 h / 20 °C / 3040.2 Torr

With pyridine; sodium tetrahydroborate; sodium azide; palladium 10% on activated carbon; hydrogen; toluene-4-sulfonic acid; (S)-mandelamide; In methanol; N,N-dimethyl-formamide; isopropyl alcohol; toluene;
DOI:10.1039/c1ob06369c