(2aR,4R,10bS)-4-Benzenesulfonyl-5,6,10-trimethoxy-2,2a,4,10b-tetrahydro-1H-cyclobuta[a]anthracen-3-one

Base Information

Chemical Name:(2aR,4R,10bS)-4-Benzenesulfonyl-5,6,10-trimethoxy-2,2a,4,10b-tetrahydro-1H-cyclobuta[a]anthracen-3-one
CAS No.:111170-48-0
Molecular Formula:C₂₅H₂₄O₆S
Molecular Weight:452.528
Hs Code.:

Synonyms:(2aR,4R,10bS)-4-Benzenesulfonyl-5,6,10-trimethoxy-2,2a,4,10b-tetrahydro-1H-cyclobuta[a]anthracen-3-one

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Chemical Property of (2aR,4R,10bS)-4-Benzenesulfonyl-5,6,10-trimethoxy-2,2a,4,10b-tetrahydro-1H-cyclobuta[a]anthracen-3-one

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Technology Process of (2aR,4R,10bS)-4-Benzenesulfonyl-5,6,10-trimethoxy-2,2a,4,10b-tetrahydro-1H-cyclobuta[a]anthracen-3-one

There total 5 articles about (2aR,4R,10bS)-4-Benzenesulfonyl-5,6,10-trimethoxy-2,2a,4,10b-tetrahydro-1H-cyclobuta[a]anthracen-3-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: 62.0%

: 111170-45-7
2-[3-(3-Benzenesulfonylmethyl-1,4,5-trimethoxy-naphthalen-2-yl)-3-bromo-propyl]-malonic acid dimethyl ester

: 111170-48-0
(2aR,4R,10bS)-4-Benzenesulfonyl-5,6,10-trimethoxy-2,2a,4,10b-tetrahydro-1H-cyclobuta[a]anthracen-3-one

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; tert-butyl alcohol; for 3h; Ambient temperature;
DOI:10.1016/S0040-4039(00)95821-0

Reference yield:

: 114532-41-1
2-(bromomethyl)-3-<(phenylsulfonyl)methyl>-1,4,5-trimethoxynaphthalene

: 111170-48-0
(2aR,4R,10bS)-4-Benzenesulfonyl-5,6,10-trimethoxy-2,2a,4,10b-tetrahydro-1H-cyclobuta[a]anthracen-3-one

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH; 2.) NaCl / 1.) DMF; 2.) H₂O, DMSO, 170 deg C, 4h

2: 78 percent / LiAlH₄ / tetrahydrofuran / 0 °C

3: 1.) MsCl, Et₃N; 2.) NaI; 3.) NaH / 1.) CH₂Cl₂, 0 deg C; 2.) acetone, reflux, 2h; 3.) DMF

4: NBS / CCl₄ / Irradiation

5: 62 percent / t-BuOK / tetrahydrofuran; 2-methyl-propan-2-ol / 3 h / Ambient temperature

With N-Bromosuccinimide; lithium aluminium tetrahydride; potassium tert-butylate; sodium hydride; methanesulfonyl chloride; triethylamine; sodium iodide; sodium chloride; In tetrahydrofuran; tetrachloromethane; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)95821-0

Reference yield:

: 3-(3-Benzenesulfonylmethyl-1,4,5-trimethoxy-naphthalen-2-yl)-propan-1-ol

: 111170-48-0
(2aR,4R,10bS)-4-Benzenesulfonyl-5,6,10-trimethoxy-2,2a,4,10b-tetrahydro-1H-cyclobuta[a]anthracen-3-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) MsCl, Et₃N; 2.) NaI; 3.) NaH / 1.) CH₂Cl₂, 0 deg C; 2.) acetone, reflux, 2h; 3.) DMF

2: NBS / CCl₄ / Irradiation

3: 62 percent / t-BuOK / tetrahydrofuran; 2-methyl-propan-2-ol / 3 h / Ambient temperature

With N-Bromosuccinimide; potassium tert-butylate; sodium hydride; methanesulfonyl chloride; triethylamine; sodium iodide; In tetrahydrofuran; tetrachloromethane; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)95821-0