(S)-5-benzoyloxymethyl-9-chloro-7,10-dimethoxy-2-(1-methylpropyl)naphtho[1,2-b]pyran-4-one

Base Information

Chemical Name:(S)-5-benzoyloxymethyl-9-chloro-7,10-dimethoxy-2-(1-methylpropyl)naphtho[1,2-b]pyran-4-one
CAS No.:241149-27-9
Molecular Formula:C₂₇H₂₅ClO₆
Molecular Weight:480.945
Hs Code.:

Synonyms:(S)-5-benzoyloxymethyl-9-chloro-7,10-dimethoxy-2-(1-methylpropyl)naphtho[1,2-b]pyran-4-one

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Chemical Property of (S)-5-benzoyloxymethyl-9-chloro-7,10-dimethoxy-2-(1-methylpropyl)naphtho[1,2-b]pyran-4-one

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Technology Process of (S)-5-benzoyloxymethyl-9-chloro-7,10-dimethoxy-2-(1-methylpropyl)naphtho[1,2-b]pyran-4-one

There total 10 articles about (S)-5-benzoyloxymethyl-9-chloro-7,10-dimethoxy-2-(1-methylpropyl)naphtho[1,2-b]pyran-4-one 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: 77.0%

: 241149-26-8
(S)-3-benzoyloxymethyl-7-chloro-5,8-dimethoxy-1-(methoxymethoxy)-2-(4-methylhex-2-ynoyl)naphthalene

: 241149-27-9
(S)-5-benzoyloxymethyl-9-chloro-7,10-dimethoxy-2-(1-methylpropyl)naphtho[1,2-b]pyran-4-one

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; isopropyl alcohol; for 24h; Heating;
DOI:10.1039/b007859j

Reference yield:

: 152039-15-1
6-Chloro-4-hydroxy-5,8-dimethoxy-2-(hydroxymethyl)naphthalene

: 241149-27-9
(S)-5-benzoyloxymethyl-9-chloro-7,10-dimethoxy-2-(1-methylpropyl)naphtho[1,2-b]pyran-4-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 90 percent / con. HClO₄ / CH₂Cl₂ / 2 h / 20 °C

2.1: 77 percent / I₂; N-methylmorpholine / CH₂Cl₂ / 3 h / 20 °C

3.1: NaH / dimethylformamide

3.2: 88 percent / dimethylformamide / 6 h

4.1: 92 percent / aq. NaOH / tetrahydrofuran; methanol / 1 h / 20 °C

5.1: 90 percent / N,N-bis(2-oxooxazolidin-3-yl)phosphorodiamidic chloride; Et₃N / CH₂Cl₂ / 20 h / 20 °C

6.1: 95 percent / n-BuLi / tetrahydrofuran / 1 h / -78 °C

7.1: 87 percent / pyridine / 3 h / 0 °C

8.1: 77 percent / aq. HCl / tetrahydrofuran; propan-2-ol / 24 h / Heating

With 4-methyl-morpholine; pyridine; hydrogenchloride; sodium hydroxide; n-butyllithium; perchloric acid; N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; iodine; sodium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1039/b007859j

Reference yield:

: 241149-23-5
7-chloro-3-hydroxymethyl-2-iodo-5,8-dimethoxy-1-(methoxymethoxy)naphthalene

: 241149-27-9
(S)-5-benzoyloxymethyl-9-chloro-7,10-dimethoxy-2-(1-methylpropyl)naphtho[1,2-b]pyran-4-one

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / N,N-bis(2-oxooxazolidin-3-yl)phosphorodiamidic chloride; Et₃N / CH₂Cl₂ / 20 h / 20 °C

2: 95 percent / n-BuLi / tetrahydrofuran / 1 h / -78 °C

3: 87 percent / pyridine / 3 h / 0 °C

4: 77 percent / aq. HCl / tetrahydrofuran; propan-2-ol / 24 h / Heating

With pyridine; hydrogenchloride; n-butyllithium; N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine; In tetrahydrofuran; dichloromethane; isopropyl alcohol;
DOI:10.1039/b007859j