(S)-7-{2-[2-amino-5-(methoxymethoxy)phenyl]-1-hydroxyethyl}naphthalene-2-carbonitrile

Base Information

Chemical Name:(S)-7-{2-[2-amino-5-(methoxymethoxy)phenyl]-1-hydroxyethyl}naphthalene-2-carbonitrile
CAS No.:319451-71-3
Molecular Formula:C₂₁H₂₀N₂O₃
Molecular Weight:348.401
Hs Code.:

Synonyms:(S)-7-{2-[2-amino-5-(methoxymethoxy)phenyl]-1-hydroxyethyl}naphthalene-2-carbonitrile

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Chemical Property of (S)-7-{2-[2-amino-5-(methoxymethoxy)phenyl]-1-hydroxyethyl}naphthalene-2-carbonitrile

Chemical Property:

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Technology Process of (S)-7-{2-[2-amino-5-(methoxymethoxy)phenyl]-1-hydroxyethyl}naphthalene-2-carbonitrile

There total 5 articles about (S)-7-{2-[2-amino-5-(methoxymethoxy)phenyl]-1-hydroxyethyl}naphthalene-2-carbonitrile 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: 72.0%

: C₂₁H₁₈N₂O₅

: 319451-71-3
(S)-7-{2-[2-amino-5-(methoxymethoxy)phenyl]-1-hydroxyethyl}naphthalene-2-carbonitrile

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol; at 20 ℃; for 6h;
DOI:10.1248/cpb.55.393

Reference yield:

: 319451-08-6
4-(methoxymethoxy)-1-nitro-2-(trimethylsilylmethyl)benzene

: 319451-71-3
(S)-7-{2-[2-amino-5-(methoxymethoxy)phenyl]-1-hydroxyethyl}naphthalene-2-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: TBAF*H₂O / tetrahydrofuran / 0.5 h / -10 °C

1.2: 58 percent / aq. TBAF / tetrahydrofuran / 1 h / 20 °C

2.1: 76 percent / H₂ / Pd/C / ethanol; tetrahydrofuran / 4 h / 20 °C

3.1: 1.14 g / enantioselective HPLC separation on CHIRACEL OD column

With tetrabutyl ammonium fluoride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol;
DOI:10.1248/cpb.54.163

Reference yield:

: 319450-97-0
7-{1-hydroxy-2-[5-(methoxymethoxy)-2-nitrophenyl]ethyl}naphthalene-2-carbonitrile

: 319451-71-3
(S)-7-{2-[2-amino-5-(methoxymethoxy)phenyl]-1-hydroxyethyl}naphthalene-2-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / H₂ / Pd/C / ethanol; tetrahydrofuran / 4 h / 20 °C

2: 1.14 g / enantioselective HPLC separation on CHIRACEL OD column

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol;
DOI:10.1248/cpb.54.163