(4bS,6aS,6bR,10aS,11aS,11bR)-9-(3,4-Dichloro-benzyl)-2-methoxy-6a-methyl-5,6,6a,6b,9,10,10a,11,11a,11b,12,13-dodecahydro-4bH-7-oxa-9-aza-indeno[2,1-a]phenanthren-8-one

Base Information

Chemical Name:(4bS,6aS,6bR,10aS,11aS,11bR)-9-(3,4-Dichloro-benzyl)-2-methoxy-6a-methyl-5,6,6a,6b,9,10,10a,11,11a,11b,12,13-dodecahydro-4bH-7-oxa-9-aza-indeno[2,1-a]phenanthren-8-one
CAS No.:115446-73-6
Molecular Formula:C₂₈H₃₁Cl₂NO₃
Molecular Weight:500.465
Hs Code.:

(4bS,6aS,6bR,10aS,11aS,11bR)-9-(3,4-Dichloro-benzyl)-2-methoxy-6a-methyl-5,6,6a,6b,9,10,10a,11,11a,11b,12,13-dodecahydro-4bH-7-oxa-9-aza-indeno[2,1-a]phenanthren-8-one

Synonyms:(4bS,6aS,6bR,10aS,11aS,11bR)-9-(3,4-Dichloro-benzyl)-2-methoxy-6a-methyl-5,6,6a,6b,9,10,10a,11,11a,11b,12,13-dodecahydro-4bH-7-oxa-9-aza-indeno[2,1-a]phenanthren-8-one

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Chemical Property of (4bS,6aS,6bR,10aS,11aS,11bR)-9-(3,4-Dichloro-benzyl)-2-methoxy-6a-methyl-5,6,6a,6b,9,10,10a,11,11a,11b,12,13-dodecahydro-4bH-7-oxa-9-aza-indeno[2,1-a]phenanthren-8-one

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Technology Process of (4bS,6aS,6bR,10aS,11aS,11bR)-9-(3,4-Dichloro-benzyl)-2-methoxy-6a-methyl-5,6,6a,6b,9,10,10a,11,11a,11b,12,13-dodecahydro-4bH-7-oxa-9-aza-indeno[2,1-a]phenanthren-8-one

There total 8 articles about (4bS,6aS,6bR,10aS,11aS,11bR)-9-(3,4-Dichloro-benzyl)-2-methoxy-6a-methyl-5,6,6a,6b,9,10,10a,11,11a,11b,12,13-dodecahydro-4bH-7-oxa-9-aza-indeno[2,1-a]phenanthren-8-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: 82.0%

: 144-55-8
sodium hydrogencarbonate

: 777816-24-7
Toluene-4-sulfonic acid (8R,9S,13S,14S,16S,17S)-16-[(3,4-dichloro-benzylamino)-methyl]-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl ester

: 115446-73-6
(4bS,6aS,6bR,10aS,11aS,11bR)-9-(3,4-Dichloro-benzyl)-2-methoxy-6a-methyl-5,6,6a,6b,9,10,10a,11,11a,11b,12,13-dodecahydro-4bH-7-oxa-9-aza-indeno[2,1-a]phenanthren-8-one

Guidance literature:: In dimethyl sulfoxide; at 100 ℃; for 6h;
DOI:10.1016/S0040-4020(01)81681-1

Reference yield:

: 112897-80-0
3-methoxy-16α-(p-tolylsulfonyloxymethyl)estra-1,3,5(10)-trien-17β-ol

: 115446-73-6
(4bS,6aS,6bR,10aS,11aS,11bR)-9-(3,4-Dichloro-benzyl)-2-methoxy-6a-methyl-5,6,6a,6b,9,10,10a,11,11a,11b,12,13-dodecahydro-4bH-7-oxa-9-aza-indeno[2,1-a]phenanthren-8-one

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / NaN₃ / dimethylformamide / 6 h / 100 °C

2: 87 percent / pyridine / 6 h / 45 °C

3: 70 percent / N₂H₄*H₂O / Raney Ni / ethanol / 1.) room temperature,12 h, 2.) reflux,2 h

4: ethanol / 3 h / Heating

5: NaBH₄ / ethanol / 6 h / 0 °C

6: 82 percent / dimethylsulfoxide / 6 h / 100 °C

With pyridine; sodium tetrahydroborate; sodium azide; hydrazine hydrate; nickel; In ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)81681-1

Reference yield:

: 64336-08-9
16α-hydroxymethyl-3-methoxyestra-1,3,5(10)-trien-17β-ol

: 115446-73-6
(4bS,6aS,6bR,10aS,11aS,11bR)-9-(3,4-Dichloro-benzyl)-2-methoxy-6a-methyl-5,6,6a,6b,9,10,10a,11,11a,11b,12,13-dodecahydro-4bH-7-oxa-9-aza-indeno[2,1-a]phenanthren-8-one

Guidance literature:: Multi-step reaction with 6 steps

1: 76 percent / pyridine / 6 h / 45 °C

2: NaN₃ / dimethylformamide / 12 h / 100 °C

3: 70 percent / N₂H₄*H₂O / Raney Ni / ethanol / 1.) room temperature,12 h, 2.) reflux,2 h

4: ethanol / 3 h / Heating

5: NaBH₄ / ethanol / 6 h / 0 °C

6: 82 percent / dimethylsulfoxide / 6 h / 100 °C

With pyridine; sodium tetrahydroborate; sodium azide; hydrazine hydrate; nickel; In ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)81681-1