N-[2-Hydroxy-5-methoxy-6-(4-methoxy-benzyloxy)-2,4-dimethyl-1-oxo-1,2-dihydro-naphtho[2,1-b]furan-7-yl]-acetamide

Base Information

Chemical Name:N-[2-Hydroxy-5-methoxy-6-(4-methoxy-benzyloxy)-2,4-dimethyl-1-oxo-1,2-dihydro-naphtho[2,1-b]furan-7-yl]-acetamide
CAS No.:76123-31-4
Molecular Formula:C₂₅H₂₅NO₇
Molecular Weight:451.476
Hs Code.:

Synonyms:N-[2-Hydroxy-5-methoxy-6-(4-methoxy-benzyloxy)-2,4-dimethyl-1-oxo-1,2-dihydro-naphtho[2,1-b]furan-7-yl]-acetamide

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Chemical Property of N-[2-Hydroxy-5-methoxy-6-(4-methoxy-benzyloxy)-2,4-dimethyl-1-oxo-1,2-dihydro-naphtho[2,1-b]furan-7-yl]-acetamide

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Technology Process of N-[2-Hydroxy-5-methoxy-6-(4-methoxy-benzyloxy)-2,4-dimethyl-1-oxo-1,2-dihydro-naphtho[2,1-b]furan-7-yl]-acetamide

There total 8 articles about N-[2-Hydroxy-5-methoxy-6-(4-methoxy-benzyloxy)-2,4-dimethyl-1-oxo-1,2-dihydro-naphtho[2,1-b]furan-7-yl]-acetamide 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: 80.0%

: 2746-25-0
p-Methoxybenzyl bromide

: 78377-77-2
N-(2,6-Dihydroxy-5-methoxy-2,4-dimethyl-1-oxo-1,2-dihydro-naphtho[2,1-b]furan-7-yl)-acetamide

: 76123-31-4
N-[2-Hydroxy-5-methoxy-6-(4-methoxy-benzyloxy)-2,4-dimethyl-1-oxo-1,2-dihydro-naphtho[2,1-b]furan-7-yl]-acetamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; Ambient temperature;
DOI:10.1016/0040-4039(81)89003-X

Reference yield:

: 78377-70-5
6,8-Dimethoxy-7-methyl-5-propionyl-3,4-dihydro-2H-naphthalen-1-one

: 76123-31-4
N-[2-Hydroxy-5-methoxy-6-(4-methoxy-benzyloxy)-2,4-dimethyl-1-oxo-1,2-dihydro-naphtho[2,1-b]furan-7-yl]-acetamide

Guidance literature:: Multi-step reaction with 8 steps

1: 53 percent / selenium dioxide / acetic acid / 70 °C

2: hydroxylamine hydrochloride / ethanol / Ambient temperature

3: 1.) H₂, Pd-C; 2.) Et₃N / 1.) THF, r.t.; 2.) THF, 0 degC

4: 94 percent / boron trichloride / CH₂Cl₂ / -20 °C

5: (i-Pr)2(Et)N / CH₂Cl₂ / 0 °C

6: O₂, t-BuOK / 2-methyl-propan-2-ol; 1,2-dimethoxy-ethane / -20 °C

7: 92 percent / CSA / methanol / Ambient temperature

8: 80 percent / (i-Pr)2(Et)N / CH₂Cl₂ / Ambient temperature

With palladium on activated charcoal; camphor-10-sulfonic acid; hydroxylamine hydrochloride; potassium tert-butylate; hydrogen; oxygen; boron trichloride; triethylamine; N-ethyl-N,N-diisopropylamine; selenium(IV) oxide; In methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; acetic acid; tert-butyl alcohol;
DOI:10.1016/0040-4039(81)89003-X

Reference yield:

: 78377-71-6
6,8-Dimethoxy-7-methyl-5-propionyl-[1,2]naphthoquinone

: 76123-31-4
N-[2-Hydroxy-5-methoxy-6-(4-methoxy-benzyloxy)-2,4-dimethyl-1-oxo-1,2-dihydro-naphtho[2,1-b]furan-7-yl]-acetamide

Guidance literature:: Multi-step reaction with 7 steps

1: hydroxylamine hydrochloride / ethanol / Ambient temperature

2: 1.) H₂, Pd-C; 2.) Et₃N / 1.) THF, r.t.; 2.) THF, 0 degC

3: 94 percent / boron trichloride / CH₂Cl₂ / -20 °C

4: (i-Pr)2(Et)N / CH₂Cl₂ / 0 °C

5: O₂, t-BuOK / 2-methyl-propan-2-ol; 1,2-dimethoxy-ethane / -20 °C

6: 92 percent / CSA / methanol / Ambient temperature

7: 80 percent / (i-Pr)2(Et)N / CH₂Cl₂ / Ambient temperature

With palladium on activated charcoal; camphor-10-sulfonic acid; hydroxylamine hydrochloride; potassium tert-butylate; hydrogen; oxygen; boron trichloride; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; tert-butyl alcohol;
DOI:10.1016/0040-4039(81)89003-X