6-[4-(2-benzyloxy-phenyl)-4-(tert-butyldimethylsilanyloxy)-2-oxo-butyl]-2,5,8-trimethoxy-[1,4]naphthoquinone

Base Information

Chemical Name:6-[4-(2-benzyloxy-phenyl)-4-(tert-butyldimethylsilanyloxy)-2-oxo-butyl]-2,5,8-trimethoxy-[1,4]naphthoquinone
CAS No.:1315340-95-4
Molecular Formula:C₃₆H₄₂O₈Si
Molecular Weight:630.81
Hs Code.:

Synonyms:6-[4-(2-benzyloxy-phenyl)-4-(tert-butyldimethylsilanyloxy)-2-oxo-butyl]-2,5,8-trimethoxy-[1,4]naphthoquinone

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Chemical Property of 6-[4-(2-benzyloxy-phenyl)-4-(tert-butyldimethylsilanyloxy)-2-oxo-butyl]-2,5,8-trimethoxy-[1,4]naphthoquinone

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Technology Process of 6-[4-(2-benzyloxy-phenyl)-4-(tert-butyldimethylsilanyloxy)-2-oxo-butyl]-2,5,8-trimethoxy-[1,4]naphthoquinone

There total 6 articles about 6-[4-(2-benzyloxy-phenyl)-4-(tert-butyldimethylsilanyloxy)-2-oxo-butyl]-2,5,8-trimethoxy-[1,4]naphthoquinone 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: 65.0%

: 1315340-94-3
4-(2-benzyloxy-phenyl)-4-(tert-butyldimethylsilanyloxy)-1-(1,4,5,6,8-pentamethoxy-naphthalen-2-yl)-butan-2-one

: 1315340-95-4
6-[4-(2-benzyloxy-phenyl)-4-(tert-butyldimethylsilanyloxy)-2-oxo-butyl]-2,5,8-trimethoxy-[1,4]naphthoquinone

: 1315340-96-5
2-[4-(2-benzyloxy-phenyl)-4-(tert-butyldimethylsilanyloxy)-2-oxo-butyl]-5,6,8-trimethoxy-[1,4]naphthoquinone

Guidance literature:: With ammonium cerium (IV) nitrate; In water; acetonitrile; at -15 - -10 ℃; for 0.166667h;
DOI:10.1021/jo200398v

Reference yield:

: 1315340-93-2
4-(2-benzyloxy-phenyl)-4-hydroxy-1-(1,4,5,6,8-pentamethoxy-naphthalen-2-yl)-butan-2-one

: 1315340-95-4
6-[4-(2-benzyloxy-phenyl)-4-(tert-butyldimethylsilanyloxy)-2-oxo-butyl]-2,5,8-trimethoxy-[1,4]naphthoquinone

: 1315340-96-5
2-[4-(2-benzyloxy-phenyl)-4-(tert-butyldimethylsilanyloxy)-2-oxo-butyl]-5,6,8-trimethoxy-[1,4]naphthoquinone

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 1.4 h

2: ammonium cerium (IV) nitrate / water; acetonitrile / 0.17 h / -15 - -10 °C

With ammonium cerium (IV) nitrate; triethylamine; In dichloromethane; water; acetonitrile;
DOI:10.1021/jo200398v

Reference yield:

: 1315340-90-9
1,2,4,5,8-pentamethoxy-6-(2-nitro-ethyl)-naphthalene

: 1315340-95-4
6-[4-(2-benzyloxy-phenyl)-4-(tert-butyldimethylsilanyloxy)-2-oxo-butyl]-2,5,8-trimethoxy-[1,4]naphthoquinone

: 1315340-96-5
2-[4-(2-benzyloxy-phenyl)-4-(tert-butyldimethylsilanyloxy)-2-oxo-butyl]-5,6,8-trimethoxy-[1,4]naphthoquinone

Guidance literature:: Multi-step reaction with 4 steps

1: phenyl isocyanate; triethylamine / phenyl isocyanate; benzene / 44 h / 70 - 80 °C / Inert atmosphere

2: water; hydrogen; boric acid / tetrahydrofuran; methanol / 13 h

3: triethylamine / dichloromethane / 1.4 h

4: ammonium cerium (IV) nitrate / water; acetonitrile / 0.17 h / -15 - -10 °C

With ammonium cerium (IV) nitrate; water; hydrogen; boric acid; phenyl isocyanate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; phenyl isocyanate; acetonitrile; benzene;
DOI:10.1021/jo200398v