Benzoic acid (4bS,7S,8aR)-7-acetoxy-1,4-dihydroxy-2-isopropyl-4b,8,8-trimethyl-9-oxo-4b,5,6,7,8,8a,9,10-octahydro-phenanthren-3-yl ester

Base Information

Chemical Name:Benzoic acid (4bS,7S,8aR)-7-acetoxy-1,4-dihydroxy-2-isopropyl-4b,8,8-trimethyl-9-oxo-4b,5,6,7,8,8a,9,10-octahydro-phenanthren-3-yl ester
CAS No.:82462-25-7
Molecular Formula:C₂₉H₃₄O₇
Molecular Weight:494.585
Hs Code.:

Benzoic acid (4bS,7S,8aR)-7-acetoxy-1,4-dihydroxy-2-isopropyl-4b,8,8-trimethyl-9-oxo-4b,5,6,7,8,8a,9,10-octahydro-phenanthren-3-yl ester

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Chemical Property of Benzoic acid (4bS,7S,8aR)-7-acetoxy-1,4-dihydroxy-2-isopropyl-4b,8,8-trimethyl-9-oxo-4b,5,6,7,8,8a,9,10-octahydro-phenanthren-3-yl ester

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Technology Process of Benzoic acid (4bS,7S,8aR)-7-acetoxy-1,4-dihydroxy-2-isopropyl-4b,8,8-trimethyl-9-oxo-4b,5,6,7,8,8a,9,10-octahydro-phenanthren-3-yl ester

There total 14 articles about Benzoic acid (4bS,7S,8aR)-7-acetoxy-1,4-dihydroxy-2-isopropyl-4b,8,8-trimethyl-9-oxo-4b,5,6,7,8,8a,9,10-octahydro-phenanthren-3-yl ester 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:

: (4bS,7S,8aR)-3,7-Dihydroxy-2-isopropyl-4b,8,8-trimethyl-4b,6,7,8,8a,10-hexahydro-5H-phenanthren-9-one

: 82462-25-7
Benzoic acid (4bS,7S,8aR)-7-acetoxy-1,4-dihydroxy-2-isopropyl-4b,8,8-trimethyl-9-oxo-4b,5,6,7,8,8a,9,10-octahydro-phenanthren-3-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1: pyridine / 1.5 h / 80 - 82 °C

2: lithium aluminium hydride / tetrahydrofuran / 4 h / Heating

3: 10.6 percent / pyridine / 4 h / 18 - 19 °C

4: 74.3 percent / pyridine / 4 h / 17 - 19 °C

5: 92.7 percent / sodium hydrogencarbonate, water / methanol / 0.25 h / Heating

6: 52.9 percent / CHCl₃ / 80 h / Ambient temperature

7: 74.4 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 36 h / Ambient temperature

8: 585 mg / Jones reagent / acetone / 0.04 h / 0 - 5 °C

9: zinc, 10percent HCl / benzene / 0.33 h / Heating

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; jones reagent; water; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; zinc; In tetrahydrofuran; methanol; dichloromethane; chloroform; acetone; benzene;
DOI:10.1246/bcsj.55.1168

Reference yield:

: 82462-12-2
abieta-8,11,13-triene-3β,6β,12-triol

: 82462-25-7
Benzoic acid (4bS,7S,8aR)-7-acetoxy-1,4-dihydroxy-2-isopropyl-4b,8,8-trimethyl-9-oxo-4b,5,6,7,8,8a,9,10-octahydro-phenanthren-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 10.6 percent / pyridine / 4 h / 18 - 19 °C

2: 74.3 percent / pyridine / 4 h / 17 - 19 °C

3: 92.7 percent / sodium hydrogencarbonate, water / methanol / 0.25 h / Heating

4: 52.9 percent / CHCl₃ / 80 h / Ambient temperature

5: 74.4 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 36 h / Ambient temperature

6: 585 mg / Jones reagent / acetone / 0.04 h / 0 - 5 °C

7: zinc, 10percent HCl / benzene / 0.33 h / Heating

With pyridine; hydrogenchloride; jones reagent; water; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; zinc; In methanol; dichloromethane; chloroform; acetone; benzene;
DOI:10.1246/bcsj.55.1168

Reference yield:

: 82462-09-7
3β,12-diacetoxyabieta-8,11,13-trien-6-one

: 82462-25-7
Benzoic acid (4bS,7S,8aR)-7-acetoxy-1,4-dihydroxy-2-isopropyl-4b,8,8-trimethyl-9-oxo-4b,5,6,7,8,8a,9,10-octahydro-phenanthren-3-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: lithium aluminium hydride / tetrahydrofuran / 4 h / Heating

2: 10.6 percent / pyridine / 4 h / 18 - 19 °C

3: 74.3 percent / pyridine / 4 h / 17 - 19 °C

4: 92.7 percent / sodium hydrogencarbonate, water / methanol / 0.25 h / Heating

5: 52.9 percent / CHCl₃ / 80 h / Ambient temperature

6: 74.4 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 36 h / Ambient temperature

7: 585 mg / Jones reagent / acetone / 0.04 h / 0 - 5 °C

8: zinc, 10percent HCl / benzene / 0.33 h / Heating

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; jones reagent; water; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; zinc; In tetrahydrofuran; methanol; dichloromethane; chloroform; acetone; benzene;
DOI:10.1246/bcsj.55.1168