(+/-)-3-(benzyloxy)-1,5-dimethoxy-4-(2(S),3(S)-epoxy-4-hydroxy-3-methylbutyl)xanthone

Base Information

Chemical Name:(+/-)-3-(benzyloxy)-1,5-dimethoxy-4-(2(S),3(S)-epoxy-4-hydroxy-3-methylbutyl)xanthone
CAS No.:106092-55-1
Molecular Formula:C₂₇H₂₆O₇
Molecular Weight:462.499
Hs Code.:

Synonyms:(+/-)-3-(benzyloxy)-1,5-dimethoxy-4-(2(S),3(S)-epoxy-4-hydroxy-3-methylbutyl)xanthone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+/-)-3-(benzyloxy)-1,5-dimethoxy-4-(2(S),3(S)-epoxy-4-hydroxy-3-methylbutyl)xanthone

Chemical Property:

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Technology Process of (+/-)-3-(benzyloxy)-1,5-dimethoxy-4-(2(S),3(S)-epoxy-4-hydroxy-3-methylbutyl)xanthone

There total 10 articles about (+/-)-3-(benzyloxy)-1,5-dimethoxy-4-(2(S),3(S)-epoxy-4-hydroxy-3-methylbutyl)xanthone 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: 69.7%

: 106092-54-0
3-(benzyloxy)-1,5-dimethoxy-4-((E)-4-hydroxy-3-methyl-2-butenyl)xanthone

: 106092-55-1
(+/-)-3-(benzyloxy)-1,5-dimethoxy-4-(2(S),3(S)-epoxy-4-hydroxy-3-methylbutyl)xanthone

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In chloroform; for 40h; Ambient temperature;
DOI:10.1021/jo00379a005

Reference yield:

: 108-73-6
3,5-dihydroxyphenol

: 106092-55-1
(+/-)-3-(benzyloxy)-1,5-dimethoxy-4-(2(S),3(S)-epoxy-4-hydroxy-3-methylbutyl)xanthone

Guidance literature:: Multi-step reaction with 9 steps

1: 91 percent / POCl₃, ZnCl₂ / 2 h / 80 °C

2: 71.3 percent / K₂CO₃ / acetone / 13 h / Heating

3: 71.2 percent / K₂CO₃ / acetone / 8 h / Heating

4: 86.8 percent / N,N-dimethylaniline / 16 h / 200 °C

5: 86.9 percent / K₂CO₃ / acetone / Heating

6: 1.) OsO₄, 2.) sodium periodate / 1.) dioxane, H₂O, 0 deg C, 15 min, 2.) dioxane, H₂O, RT, overnight

7: benzene / 20 h / Heating

8: 50 percent / LiAlH₄ / tetrahydrofuran / Ambient temperature

9: 69.7 percent / m-chloroperbenzoic acid / CHCl₃ / 40 h / Ambient temperature

With sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; potassium carbonate; N,N-dimethyl-aniline; 3-chloro-benzenecarboperoxoic acid; zinc(II) chloride; trichlorophosphate; In tetrahydrofuran; chloroform; acetone; benzene;
DOI:10.1021/jo00379a005

Reference yield:

: 1521-38-6
2,3-dimethoxybenzoic acid

: 106092-55-1
(+/-)-3-(benzyloxy)-1,5-dimethoxy-4-(2(S),3(S)-epoxy-4-hydroxy-3-methylbutyl)xanthone

Guidance literature:: Multi-step reaction with 9 steps

1: 91 percent / POCl₃, ZnCl₂ / 2 h / 80 °C

2: 71.3 percent / K₂CO₃ / acetone / 13 h / Heating

3: 71.2 percent / K₂CO₃ / acetone / 8 h / Heating

4: 86.8 percent / N,N-dimethylaniline / 16 h / 200 °C

5: 86.9 percent / K₂CO₃ / acetone / Heating

6: 1.) OsO₄, 2.) sodium periodate / 1.) dioxane, H₂O, 0 deg C, 15 min, 2.) dioxane, H₂O, RT, overnight

7: benzene / 20 h / Heating

8: 50 percent / LiAlH₄ / tetrahydrofuran / Ambient temperature

9: 69.7 percent / m-chloroperbenzoic acid / CHCl₃ / 40 h / Ambient temperature

With sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; potassium carbonate; N,N-dimethyl-aniline; 3-chloro-benzenecarboperoxoic acid; zinc(II) chloride; trichlorophosphate; In tetrahydrofuran; chloroform; acetone; benzene;
DOI:10.1021/jo00379a005