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

Base Information

Chemical Name:Toluene-4-sulfonic acid (8R,9S,13S,14S,16S,17S)-3-methoxy-13-methyl-16-[(4-nitro-benzylamino)-methyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl ester
CAS No.:115446-59-8
Molecular Formula:C₃₄H₄₀N₂O₆S
Molecular Weight:604.767
Hs Code.:

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

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

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

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

There total 8 articles about Toluene-4-sulfonic acid (8R,9S,13S,14S,16S,17S)-3-methoxy-13-methyl-16-[(4-nitro-benzylamino)-methyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-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:

: Toluene-4-sulfonic acid (8R,9S,13S,14S,16S,17S)-3-methoxy-13-methyl-16-({[1-(4-nitro-phenyl)-meth-(E)-ylidene]-amino}-methyl)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl ester

: 115446-59-8
Toluene-4-sulfonic acid (8R,9S,13S,14S,16S,17S)-3-methoxy-13-methyl-16-[(4-nitro-benzylamino)-methyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl ester

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 0 ℃; for 6h; Yield given;
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

: 115446-59-8
Toluene-4-sulfonic acid (8R,9S,13S,14S,16S,17S)-3-methoxy-13-methyl-16-[(4-nitro-benzylamino)-methyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl ester

Guidance literature:: Multi-step reaction with 5 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

With pyridine; sodium tetrahydroborate; sodium azide; hydrazine hydrate; nickel; In ethanol; 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

: 115446-59-8
Toluene-4-sulfonic acid (8R,9S,13S,14S,16S,17S)-3-methoxy-13-methyl-16-[(4-nitro-benzylamino)-methyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl ester

Guidance literature:: Multi-step reaction with 5 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

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