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-azido-phenyl)-hexanoic acid 2,2-dimethyl-propionyloxymethyl ester

Base Information

Chemical Name: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-azido-phenyl)-hexanoic acid 2,2-dimethyl-propionyloxymethyl ester
CAS No.:882429-63-2
Molecular Formula:C₄₁H₅₉N₃O₈
Molecular Weight:721.935
Hs Code.:

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-azido-phenyl)-hexanoic acid 2,2-dimethyl-propionyloxymethyl ester

Synonyms: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-azido-phenyl)-hexanoic acid 2,2-dimethyl-propionyloxymethyl ester

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Chemical Property of 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-azido-phenyl)-hexanoic acid 2,2-dimethyl-propionyloxymethyl ester

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Technology Process of 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-azido-phenyl)-hexanoic acid 2,2-dimethyl-propionyloxymethyl ester

There total 8 articles about 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-azido-phenyl)-hexanoic 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: 74.0%

: 882429-56-3
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-amino-phenyl)-hexanoic acid 2,2-dimethyl-propionyloxymethyl ester

: 882429-63-2
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-azido-phenyl)-hexanoic acid 2,2-dimethyl-propionyloxymethyl ester

Guidance literature:: With triflic azide; copper(II) sulfate; triethylamine; In methanol;
DOI:10.1021/jm050583t

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

: 882429-63-2
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-azido-phenyl)-hexanoic acid 2,2-dimethyl-propionyloxymethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: t-BuOK / toluene / 0.25 h

1.2: toluene / 0.25 h / 20 °C

2.1: 62 percent / H₂ / Pd/C / methanol

3.1: 74 percent / TfN₃; Et₃N; aq. CuSO₄ / methanol

With triflic azide; potassium tert-butylate; hydrogen; copper(II) sulfate; triethylamine; palladium on activated charcoal; In methanol; toluene; 1.2: Wittig reaction;
DOI:10.1021/jm050583t

Reference yield:

: 59860-28-5
fusidic acid pivaloyloxymethyl ester

: 882429-63-2
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-azido-phenyl)-hexanoic acid 2,2-dimethyl-propionyloxymethyl ester

Guidance literature:: Multi-step reaction with 4 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

3.1: 62 percent / H₂ / Pd/C / methanol

4.1: 74 percent / TfN₃; Et₃N; aq. CuSO₄ / methanol

With triflic azide; potassium tert-butylate; hydrogen; ozone; copper(II) sulfate; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; toluene; 2.2: Wittig reaction;
DOI:10.1021/jm050583t