(-)-8-<(Z)-2-azido-3-methoxy-3-oxopropenyl>-N-<(S)-α-methylbenzyl>-N-propyl-2(S)-aminotetralin

Base Information

Chemical Name:(-)-8-<(Z)-2-azido-3-methoxy-3-oxopropenyl>-N-<(S)-α-methylbenzyl>-N-propyl-2(S)-aminotetralin
CAS No.:136905-92-5
Molecular Formula:C₂₅H₃₀N₄O₂
Molecular Weight:418.539
Hs Code.:

Synonyms:(-)-8-<(Z)-2-azido-3-methoxy-3-oxopropenyl>-N-<(S)-α-methylbenzyl>-N-propyl-2(S)-aminotetralin

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Chemical Property of (-)-8-<(Z)-2-azido-3-methoxy-3-oxopropenyl>-N-<(S)-α-methylbenzyl>-N-propyl-2(S)-aminotetralin

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Technology Process of (-)-8-<(Z)-2-azido-3-methoxy-3-oxopropenyl>-N-<(S)-α-methylbenzyl>-N-propyl-2(S)-aminotetralin

There total 6 articles about (-)-8-<(Z)-2-azido-3-methoxy-3-oxopropenyl>-N-<(S)-α-methylbenzyl>-N-propyl-2(S)-aminotetralin 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: 67.0%

: 1816-92-8
Methyl azidoacetate

: 136924-92-0
(-)-8-formyl-N-<(S)-α-methylbenzyl>-N-propyl-2(S)-aminotetralin

: 136905-92-5
(-)-8-<(Z)-2-azido-3-methoxy-3-oxopropenyl>-N-<(S)-α-methylbenzyl>-N-propyl-2(S)-aminotetralin

Guidance literature:: With sodium methylate; In methanol; diethyl ether; at -5 - 25 ℃; for 1h;
DOI:10.1021/jm00067a003

Reference yield:

: 55116-09-1
2-bromophenylacetyl chloride

: 136905-92-5
(-)-8-<(Z)-2-azido-3-methoxy-3-oxopropenyl>-N-<(S)-α-methylbenzyl>-N-propyl-2(S)-aminotetralin

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / AlCl₃ / CH₂Cl₂ / 1.25 h / -10 °C

2: 44 percent / AcOH, 4A molecular sieves, sodium cyanoborohydride / methanol; tetrahydrofuran / 3 h / 0 °C

3: 96 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: 63 percent / LiAlH₄ / tetrahydrofuran / 3 h / Heating

5: 1.) tert-butyllithium / 1.) THF, pentane, -78 deg C, 5 min, 2.) THF, pentane, from -78 deg C to 0 deg C

6: 67 percent / MeONa / diethyl ether; methanol / 1 h / -5 - 25 °C

With lithium aluminium tetrahydride; aluminium trichloride; 4 A molecular sieve; tert.-butyl lithium; sodium methylate; sodium cyanoborohydride; acetic acid; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/jm00067a003

Reference yield:

: 117294-21-0
8-bromo-2-tetralone

: 136905-92-5
(-)-8-<(Z)-2-azido-3-methoxy-3-oxopropenyl>-N-<(S)-α-methylbenzyl>-N-propyl-2(S)-aminotetralin

Guidance literature:: Multi-step reaction with 5 steps

1: 44 percent / AcOH, 4A molecular sieves, sodium cyanoborohydride / methanol; tetrahydrofuran / 3 h / 0 °C

2: 96 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

3: 63 percent / LiAlH₄ / tetrahydrofuran / 3 h / Heating

4: 1.) tert-butyllithium / 1.) THF, pentane, -78 deg C, 5 min, 2.) THF, pentane, from -78 deg C to 0 deg C

5: 67 percent / MeONa / diethyl ether; methanol / 1 h / -5 - 25 °C

With lithium aluminium tetrahydride; 4 A molecular sieve; tert.-butyl lithium; sodium methylate; sodium cyanoborohydride; acetic acid; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/jm00067a003