2-[(E)-(3S,4S)-4-Azido-3-(3,4-dichloro-benzyl)-pent-1-enyl]-naphthalene

Base Information

Chemical Name:2-[(E)-(3S,4S)-4-Azido-3-(3,4-dichloro-benzyl)-pent-1-enyl]-naphthalene
CAS No.:184772-13-2
Molecular Formula:C₂₂H₁₉Cl₂N₃
Molecular Weight:396.319
Hs Code.:

Synonyms:2-[(E)-(3S,4S)-4-Azido-3-(3,4-dichloro-benzyl)-pent-1-enyl]-naphthalene

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Chemical Property of 2-[(E)-(3S,4S)-4-Azido-3-(3,4-dichloro-benzyl)-pent-1-enyl]-naphthalene

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Technology Process of 2-[(E)-(3S,4S)-4-Azido-3-(3,4-dichloro-benzyl)-pent-1-enyl]-naphthalene

There total 8 articles about 2-[(E)-(3S,4S)-4-Azido-3-(3,4-dichloro-benzyl)-pent-1-enyl]-naphthalene 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: 95.0%

: 170555-20-1
(2R,3S,4E)-3-(3,4-dichlorobenzyl)-5-(2-naphthyl)-4-penten-2-ol

: 184772-13-2
2-[(E)-(3S,4S)-4-Azido-3-(3,4-dichloro-benzyl)-pent-1-enyl]-naphthalene

Guidance literature:: With diphenylphosphoranyl azide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 18h; Ambient temperature;
DOI:10.1016/0040-4020(96)00850-2

Reference yield:

: 35160-95-3
(2-naphthalenylmethyl)triphenylphosphonium bromide

: 184772-13-2
2-[(E)-(3S,4S)-4-Azido-3-(3,4-dichloro-benzyl)-pent-1-enyl]-naphthalene

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH / 1.) THF, RT, 30 min, 2.) THF, RT, 1 h

2: tetrabutylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature

3: 95 percent / Ph₃P, diethyl azodicarboxylate, diphenylphosphoryl azide / tetrahydrofuran / 18 h / Ambient temperature

With diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; sodium hydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;
DOI:10.1016/0040-4020(96)00850-2

Reference yield:

: 18880-04-1
3,4-dichlorobenzyl bromide

: 184772-13-2
2-[(E)-(3S,4S)-4-Azido-3-(3,4-dichloro-benzyl)-pent-1-enyl]-naphthalene

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) LDA, 2.) HMPA / 1.) cyclohexane, THF, -60 deg C, 2.) cyclohexane, THF, from -20 deg C to RT

2: 91 percent / imidazole / dimethylformamide / 11 h / Ambient temperature

3: diisobutylaluminum hydride / toluene / 1 h / -78 °C

4: pyridinium chlorochromate / CH₂Cl₂ / 2 h / Ambient temperature

5: 1.) NaH / 1.) THF, RT, 30 min, 2.) THF, RT, 1 h

6: tetrabutylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature

7: 95 percent / Ph₃P, diethyl azodicarboxylate, diphenylphosphoryl azide / tetrahydrofuran / 18 h / Ambient temperature

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; pyridinium chlorochromate; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0040-4020(96)00850-2