4-[(7R,8R,9S,13S,14S,17S)-7-(11-Azido-undecyl)-13-methyl-17-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxymethyl]-3-nitro-benzoic acid

Base Information

Chemical Name:4-[(7R,8R,9S,13S,14S,17S)-7-(11-Azido-undecyl)-13-methyl-17-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxymethyl]-3-nitro-benzoic acid
CAS No.:251941-64-7
Molecular Formula:C₄₂H₅₈N₄O₇
Molecular Weight:730.945
Hs Code.:

4-[(7R,8R,9S,13S,14S,17S)-7-(11-Azido-undecyl)-13-methyl-17-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxymethyl]-3-nitro-benzoic acid

Synonyms:4-[(7R,8R,9S,13S,14S,17S)-7-(11-Azido-undecyl)-13-methyl-17-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxymethyl]-3-nitro-benzoic acid

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Chemical Property of 4-[(7R,8R,9S,13S,14S,17S)-7-(11-Azido-undecyl)-13-methyl-17-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxymethyl]-3-nitro-benzoic acid

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Technology Process of 4-[(7R,8R,9S,13S,14S,17S)-7-(11-Azido-undecyl)-13-methyl-17-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxymethyl]-3-nitro-benzoic acid

There total 6 articles about 4-[(7R,8R,9S,13S,14S,17S)-7-(11-Azido-undecyl)-13-methyl-17-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxymethyl]-3-nitro-benzoic acid 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: 76.0%

: 251941-63-6
4-[(7R,8R,9S,13S,14S,17S)-7-(11-Azido-undecyl)-13-methyl-17-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxymethyl]-3-nitro-benzoic acid methyl ester

: 251941-64-7
4-[(7R,8R,9S,13S,14S,17S)-7-(11-Azido-undecyl)-13-methyl-17-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxymethyl]-3-nitro-benzoic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; at 25 ℃;
DOI:10.1016/S0960-894X(99)00487-4

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 251941-64-7
4-[(7R,8R,9S,13S,14S,17S)-7-(11-Azido-undecyl)-13-methyl-17-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxymethyl]-3-nitro-benzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / p-TSA / CH₂Cl₂ / 25 °C

2: 77 percent / NaN₃ / dimethylformamide / 80 °C

3: 65 percent / Cs₂CO₃ / acetonitrile; dimethylformamide / 25 °C

4: 76 percent / aq. LiOH / tetrahydrofuran / 25 °C

With lithium hydroxide; sodium azide; caesium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Addition / 2: Substitution / 3: Alkylation / 4: Hydrolysis;
DOI:10.1016/S0960-894X(99)00487-4

Reference yield:

: 251941-60-3
Benzoic acid (7R,8R,9S,13S,14S,17S)-7-(11-bromo-undecyl)-17-hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl ester

: 251941-64-7
4-[(7R,8R,9S,13S,14S,17S)-7-(11-Azido-undecyl)-13-methyl-17-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yloxymethyl]-3-nitro-benzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / p-TSA / CH₂Cl₂ / 25 °C

2: 77 percent / NaN₃ / dimethylformamide / 80 °C

3: 65 percent / Cs₂CO₃ / acetonitrile; dimethylformamide / 25 °C

4: 76 percent / aq. LiOH / tetrahydrofuran / 25 °C

With lithium hydroxide; sodium azide; caesium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Addition / 2: Substitution / 3: Alkylation / 4: Hydrolysis;
DOI:10.1016/S0960-894X(99)00487-4