methyl (4R)-[(4R,1S)-1,2,3,4-tetrahydro-4-methylnaphthalen-1-yl]-4-phenylbutanoate

Base Information

Chemical Name:methyl (4R)-[(4R,1S)-1,2,3,4-tetrahydro-4-methylnaphthalen-1-yl]-4-phenylbutanoate
CAS No.:851402-37-4
Molecular Formula:C₂₂H₂₆O₂
Molecular Weight:322.447
Hs Code.:

Synonyms:methyl (4R)-[(4R,1S)-1,2,3,4-tetrahydro-4-methylnaphthalen-1-yl]-4-phenylbutanoate

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Chemical Property of methyl (4R)-[(4R,1S)-1,2,3,4-tetrahydro-4-methylnaphthalen-1-yl]-4-phenylbutanoate

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Technology Process of methyl (4R)-[(4R,1S)-1,2,3,4-tetrahydro-4-methylnaphthalen-1-yl]-4-phenylbutanoate

There total 4 articles about methyl (4R)-[(4R,1S)-1,2,3,4-tetrahydro-4-methylnaphthalen-1-yl]-4-phenylbutanoate 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: 40.0%

: 98213-30-0,20847-80-7
1-methyl-1,2-dihydronaphthalene

: 119987-21-2
(E)-methyl 2-diazo-4-phenylbut-3-enoate

: 851402-37-4
methyl (4R)-[(4R,1S)-1,2,3,4-tetrahydro-4-methylnaphthalen-1-yl]-4-phenylbutanoate

: methyl (1R,1aS,7bS)-1a,2,3,7b-tetrahydro-3-methyl-1-phenethyl-1H-cyclopropa[a]naphthalene-1-carboxylate

Guidance literature:: 1-methyl-1,2-dihydronaphthalene; (E)-methyl 2-diazo-4-phenylbut-3-enoate; dirhodium tetrakis[(S)-(N-dodecylbenzenesulfonyl)prolinate]; for 2.5h;

With hydrogen; palladium on activated charcoal; In ethanol; for 5h; under 760 Torr;
DOI:10.1002/anie.200462227

Reference yield:

: 19832-98-5
4-methyl-3,4-dihydro-2H-naphthalen-1-one

: 851402-37-4
methyl (4R)-[(4R,1S)-1,2,3,4-tetrahydro-4-methylnaphthalen-1-yl]-4-phenylbutanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaBH₄ / methanol

2.1: 0.35 g / p-TsOH / toluene

3.1: dirhodium tetra[(S)-(N-dodecylbenzenesulfonyl)prolinate] / various solvent(s) / 2.5 h

3.2: 31 percent / hydrogen / Pd/C / ethanol / 5 h / 760 Torr

With sodium tetrahydroborate; toluene-4-sulfonic acid; dirhodium tetrakis[(S)-(N-dodecylbenzenesulfonyl)prolinate]; In methanol; toluene;
DOI:10.1002/anie.200462227

Reference yield:

: 91083-82-8,24891-74-5,34541-74-7
(E)-methyl 4-phenylbut-3-enoate

: 851402-37-4
methyl (4R)-[(4R,1S)-1,2,3,4-tetrahydro-4-methylnaphthalen-1-yl]-4-phenylbutanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 80 percent / p-acetamidobenzenesulfonyl azide; DBU / acetonitrile / 7 h / 0 - 20 °C

2.1: dirhodium tetra[(S)-(N-dodecylbenzenesulfonyl)prolinate] / various solvent(s) / 2.5 h

2.2: 31 percent / hydrogen / Pd/C / ethanol / 5 h / 760 Torr

With 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; dirhodium tetrakis[(S)-(N-dodecylbenzenesulfonyl)prolinate]; In acetonitrile;
DOI:10.1002/anie.200462227