3-hydroxy-3-(α-hydroxybenzyl)-4,5,6,8,9-pentamethoxyspiro<2H-benzindene-2,1'-cyclopentan>-1(3H)-one

Base Information

Chemical Name:3-hydroxy-3-(α-hydroxybenzyl)-4,5,6,8,9-pentamethoxyspiro<2H-benzindene-2,1'-cyclopentan>-1(3H)-one
CAS No.:136009-11-5
Molecular Formula:C₂₉H₃₂O₈
Molecular Weight:508.568
Hs Code.:

3-hydroxy-3-(α-hydroxybenzyl)-4,5,6,8,9-pentamethoxyspiro<2H-benz<f>indene-2,1'-cyclopentan>-1(3H)-one

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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-hydroxy-3-(α-hydroxybenzyl)-4,5,6,8,9-pentamethoxyspiro<2H-benzindene-2,1'-cyclopentan>-1(3H)-one

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Technology Process of 3-hydroxy-3-(α-hydroxybenzyl)-4,5,6,8,9-pentamethoxyspiro<2H-benzindene-2,1'-cyclopentan>-1(3H)-one

There total 22 articles about 3-hydroxy-3-(α-hydroxybenzyl)-4,5,6,8,9-pentamethoxyspiro<2H-benzindene-2,1'-cyclopentan>-1(3H)-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: 67.0%

: 139219-28-6
3-benzylidene-4,5,6,8,9-pentamethoxyspiro-<2H-benzindene-2,1'-cyclopentan>-1(3H)-one

: 136009-11-5,136009-12-6
3-hydroxy-3-(α-hydroxybenzyl)-4,5,6,8,9-pentamethoxyspiro<2H-benzindene-2,1'-cyclopentan>-1(3H)-one

Guidance literature:: With pyridine; osmium(VIII) oxide; for 1h; Ambient temperature;

Reference yield:

: 135-77-3
1,2,4-trimethoxy-benzene

: 136009-11-5,136009-12-6
3-hydroxy-3-(α-hydroxybenzyl)-4,5,6,8,9-pentamethoxyspiro<2H-benzindene-2,1'-cyclopentan>-1(3H)-one

Guidance literature:: Multi-step reaction with 11 steps

1: 98 percent / Br₂ / CHCl₃ / 0.75 h / 0 °C

2: 82 percent / LDA / tetrahydrofuran / 4 h / -78 °C

3: 70percent aq. perchloric acid / tetrahydrofuran / 1.25 h

4: 58 percent / Tl(NO₃)3*3H₂O / methanol; CH₂Cl₂ / 2 h / 0 °C

5: 1) Br₂, 2) gl. acetic acid, Br₂ / 1) CHCl₃, 60 min. 5 deg C, 2) 4 h, rt

7: 62 percent / DDQ / dioxane / 100 °C

8: 89 percent / ZnCl₂, Et₃N / 80 °C

9: tetrahydrofuran / 6 h / -78 deg C to rt

10: 48 percent / azoisobutyronitrile (AIBN), Ph₃SnH / benzene / Heating

11: 67 percent / OsO₄ (2.5percent in t-BuOH), pyridine / 1 h / Ambient temperature

With pyridine; osmium(VIII) oxide; perchloric acid; 2,2'-azobis(isobutyronitrile); triphenylstannane; bromine; acetic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; thallium(III) nitrate; zinc(II) chloride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; benzene;

Reference yield:

: 20129-11-7
1-bromo-2,4,5-trimethoxybenzene

: 136009-11-5,136009-12-6
3-hydroxy-3-(α-hydroxybenzyl)-4,5,6,8,9-pentamethoxyspiro<2H-benzindene-2,1'-cyclopentan>-1(3H)-one

Guidance literature:: Multi-step reaction with 10 steps

1: 82 percent / LDA / tetrahydrofuran / 4 h / -78 °C

2: 70percent aq. perchloric acid / tetrahydrofuran / 1.25 h

3: 58 percent / Tl(NO₃)3*3H₂O / methanol; CH₂Cl₂ / 2 h / 0 °C

4: 1) Br₂, 2) gl. acetic acid, Br₂ / 1) CHCl₃, 60 min. 5 deg C, 2) 4 h, rt

6: 62 percent / DDQ / dioxane / 100 °C

7: 89 percent / ZnCl₂, Et₃N / 80 °C

8: tetrahydrofuran / 6 h / -78 deg C to rt

9: 48 percent / azoisobutyronitrile (AIBN), Ph₃SnH / benzene / Heating

10: 67 percent / OsO₄ (2.5percent in t-BuOH), pyridine / 1 h / Ambient temperature

With pyridine; osmium(VIII) oxide; perchloric acid; 2,2'-azobis(isobutyronitrile); triphenylstannane; bromine; acetic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; thallium(III) nitrate; zinc(II) chloride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; benzene;