(E)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-Acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-hexadecahydro-cyclopenta[a]phenanthren-(17Z)-ylidene]-6-(4-nitro-phenyl)-hex-5-enoic acid 2,2-dimethyl-propionyloxymethyl ester

Base Information

Chemical Name:(E)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-Acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-hexadecahydro-cyclopenta[a]phenanthren-(17Z)-ylidene]-6-(4-nitro-phenyl)-hex-5-enoic acid 2,2-dimethyl-propionyloxymethyl ester
CAS No.:882429-60-9
Molecular Formula:C₄₁H₅₇NO₁₀
Molecular Weight:723.904
Hs Code.:

(E)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-Acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-hexadecahydro-cyclopenta[a]phenanthren-(17Z)-ylidene]-6-(4-nitro-phenyl)-hex-5-enoic acid 2,2-dimethyl-propionyloxymethyl ester

Synonyms:(E)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-Acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-hexadecahydro-cyclopenta[a]phenanthren-(17Z)-ylidene]-6-(4-nitro-phenyl)-hex-5-enoic acid 2,2-dimethyl-propionyloxymethyl ester

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Chemical Property of (E)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-Acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-hexadecahydro-cyclopenta[a]phenanthren-(17Z)-ylidene]-6-(4-nitro-phenyl)-hex-5-enoic acid 2,2-dimethyl-propionyloxymethyl ester

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Technology Process of (E)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-Acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-hexadecahydro-cyclopenta[a]phenanthren-(17Z)-ylidene]-6-(4-nitro-phenyl)-hex-5-enoic acid 2,2-dimethyl-propionyloxymethyl ester

There total 5 articles about (E)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-Acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-hexadecahydro-cyclopenta[a]phenanthren-(17Z)-ylidene]-6-(4-nitro-phenyl)-hex-5-enoic acid 2,2-dimethyl-propionyloxymethyl 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:

: 882429-53-0
2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-Acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-hexadecahydro-cyclopenta[a]phenanthren-(17Z)-ylidene]-5-oxo-pentanoic acid 2,2-dimethyl-propionyloxymethyl ester

: 2767-70-6
(p-nitrobenzyl)triphenylphosphonium bromide

: 882429-60-9
(E)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-Acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-hexadecahydro-cyclopenta[a]phenanthren-(17Z)-ylidene]-6-(4-nitro-phenyl)-hex-5-enoic acid 2,2-dimethyl-propionyloxymethyl ester

Guidance literature:: (p-nitrobenzyl)triphenylphosphonium bromide; With potassium tert-butylate; In toluene; for 0.25h;

2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-Acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-hexadecahydro-cyclopenta[a]phenanthren-(17Z)-ylidene]-5-oxo-pentanoic acid 2,2-dimethyl-propionyloxymethyl ester; In toluene; at 20 ℃; for 0.25h;
DOI:10.1021/jm050583t

Reference yield:

: 59860-28-5
fusidic acid pivaloyloxymethyl ester

: 882429-60-9
(E)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-Acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-hexadecahydro-cyclopenta[a]phenanthren-(17Z)-ylidene]-6-(4-nitro-phenyl)-hex-5-enoic acid 2,2-dimethyl-propionyloxymethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 64 percent / O₃ / CH₂Cl₂ / -78 °C

2.1: t-BuOK / toluene / 0.25 h

2.2: toluene / 0.25 h / 20 °C

With potassium tert-butylate; ozone; In dichloromethane; toluene; 2.2: Wittig reaction;
DOI:10.1021/jm050583t

Reference yield:

: 18997-19-8
Chloromethyl pivalate

: 882429-60-9
(E)-2-[(3R,4S,5S,8S,9S,10S,11R,13R,14S,16S)-16-Acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-hexadecahydro-cyclopenta[a]phenanthren-(17Z)-ylidene]-6-(4-nitro-phenyl)-hex-5-enoic acid 2,2-dimethyl-propionyloxymethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / Et₃N / dimethylformamide

2.1: 64 percent / O₃ / CH₂Cl₂ / -78 °C

3.1: t-BuOK / toluene / 0.25 h

3.2: toluene / 0.25 h / 20 °C

With potassium tert-butylate; ozone; triethylamine; In dichloromethane; N,N-dimethyl-formamide; toluene; 3.2: Wittig reaction;
DOI:10.1021/jm050583t