Benzoic acid (3aS,6aS,7S,9aS,9bS,11bS)-6a,11b-dimethyl-2-oxo-1,3a,4,6,6a,7,8,9,9a,9b,10,11b-dodecahydro-2H-3,5-dioxa-cyclopenta[a]pyren-7-yl ester

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Chemical Name:Benzoic acid (3aS,6aS,7S,9aS,9bS,11bS)-6a,11b-dimethyl-2-oxo-1,3a,4,6,6a,7,8,9,9a,9b,10,11b-dodecahydro-2H-3,5-dioxa-cyclopenta[a]pyren-7-yl ester
CAS No.:182203-12-9
Molecular Formula:C₂₆H₂₈O₅
Molecular Weight:420.505
Hs Code.:

Synonyms:Benzoic acid (3aS,6aS,7S,9aS,9bS,11bS)-6a,11b-dimethyl-2-oxo-1,3a,4,6,6a,7,8,9,9a,9b,10,11b-dodecahydro-2H-3,5-dioxa-cyclopenta[a]pyren-7-yl ester

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Chemical Property of Benzoic acid (3aS,6aS,7S,9aS,9bS,11bS)-6a,11b-dimethyl-2-oxo-1,3a,4,6,6a,7,8,9,9a,9b,10,11b-dodecahydro-2H-3,5-dioxa-cyclopenta[a]pyren-7-yl ester

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Technology Process of Benzoic acid (3aS,6aS,7S,9aS,9bS,11bS)-6a,11b-dimethyl-2-oxo-1,3a,4,6,6a,7,8,9,9a,9b,10,11b-dodecahydro-2H-3,5-dioxa-cyclopenta[a]pyren-7-yl ester

There total 15 articles about Benzoic acid (3aS,6aS,7S,9aS,9bS,11bS)-6a,11b-dimethyl-2-oxo-1,3a,4,6,6a,7,8,9,9a,9b,10,11b-dodecahydro-2H-3,5-dioxa-cyclopenta[a]pyren-7-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: 56.0%

: C₂₇H₃₂O₆

: 182203-12-9
Benzoic acid (3aS,6aS,7S,9aS,9bS,11bS)-6a,11b-dimethyl-2-oxo-1,3a,4,6,6a,7,8,9,9a,9b,10,11b-dodecahydro-2H-3,5-dioxa-cyclopenta[a]pyren-7-yl ester

Guidance literature:: With camphor-10-sulfonic acid; hydroquinone; In benzene; for 3h; Heating;
DOI:10.1016/0040-4039(96)01332-9

Reference yield:

: 22614-34-2
9α,11α-epoxy-4-androstene-3,17-dione

: 182203-12-9
Benzoic acid (3aS,6aS,7S,9aS,9bS,11bS)-6a,11b-dimethyl-2-oxo-1,3a,4,6,6a,7,8,9,9a,9b,10,11b-dodecahydro-2H-3,5-dioxa-cyclopenta[a]pyren-7-yl ester

Guidance literature:: Multi-step reaction with 12 steps

1: iPr₂NEt / CH₂Cl₂ / 0.5 h / -78 °C

2: 1) mCPBA, KHCO₃, 2) citric acid / 1) CH₂Cl₂, -30 to -20 deg C, 1 h, 2) MeOH, 0 deg C to RT

3: NaIO₄ / methanol; H₂O / 0 deg C, 12 h; RT, 3 h

4: CHCl₃ / Ambient temperature

5: 71 percent / LTBA / tetrahydrofuran / -78 to -40 deg C; -35 deg C, 4 h

6: 89 percent / nBu₃P / tetrahydrofuran / 1 h / 0 - 20 °C

7: 85 percent / 30percent H₂O₂ / tetrahydrofuran / 18 h / 0 - 20 °C

8: I₂, NaHCO₃ / CH₂Cl₂ / 48 h / Ambient temperature

9: 90 percent / methanol / 4 h / 0 - 20 °C

10: LTBA / tetrahydrofuran / 3 h / 0 °C

11: pyridine / 2 h / 0 - 20 °C

12: 56 percent / CSA, dihydroquinone / benzene / 3 h / Heating

With pyridine; sodium periodate; tributylphosphine; camphor-10-sulfonic acid; dihydrogen peroxide; iodine; sodium hydrogencarbonate; potassium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; hydroquinone; 3-chloro-benzenecarboperoxoic acid; citric acid; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; benzene;
DOI:10.1016/0040-4039(96)01332-9

Reference yield:

: 382-44-5
(8S,9S,10R,11S,13S,14S)-11-Hydroxy-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-2H-cyclopenta[a]phenanthrene-3,17-dione

: 182203-12-9
Benzoic acid (3aS,6aS,7S,9aS,9bS,11bS)-6a,11b-dimethyl-2-oxo-1,3a,4,6,6a,7,8,9,9a,9b,10,11b-dodecahydro-2H-3,5-dioxa-cyclopenta[a]pyren-7-yl ester

Guidance literature:: Multi-step reaction with 14 steps

1: p-TsOH / benzene / 24 h / Heating

2: 80 percent / mCPBA / CH₂Cl₂ / 24 h / -20 - 0 °C

3: iPr₂NEt / CH₂Cl₂ / 0.5 h / -78 °C

4: 1) mCPBA, KHCO₃, 2) citric acid / 1) CH₂Cl₂, -30 to -20 deg C, 1 h, 2) MeOH, 0 deg C to RT

5: NaIO₄ / methanol; H₂O / 0 deg C, 12 h; RT, 3 h

6: CHCl₃ / Ambient temperature

7: 71 percent / LTBA / tetrahydrofuran / -78 to -40 deg C; -35 deg C, 4 h

8: 89 percent / nBu₃P / tetrahydrofuran / 1 h / 0 - 20 °C

9: 85 percent / 30percent H₂O₂ / tetrahydrofuran / 18 h / 0 - 20 °C

10: I₂, NaHCO₃ / CH₂Cl₂ / 48 h / Ambient temperature

11: 90 percent / methanol / 4 h / 0 - 20 °C

12: LTBA / tetrahydrofuran / 3 h / 0 °C

13: pyridine / 2 h / 0 - 20 °C

14: 56 percent / CSA, dihydroquinone / benzene / 3 h / Heating

With pyridine; sodium periodate; tributylphosphine; camphor-10-sulfonic acid; dihydrogen peroxide; iodine; sodium hydrogencarbonate; potassium hydrogencarbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; hydroquinone; 3-chloro-benzenecarboperoxoic acid; citric acid; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; benzene;
DOI:10.1016/0040-4039(96)01332-9