benzyl (9S,14S)-9,15-dimethyl-11,16-dioxo-7-oxa-10,15-diazatricyclo[15.3.1.1²'⁶]docosa-1⁽²¹⁾,2⁽²²⁾,3,5,17,19-hexaene-14-carboxylate

Base Information

• Chemical Name: benzyl (9S,14S)-9,15-dimethyl-11,16-dioxo-7-oxa-10,15-diazatricyclo[15.3.1.1²'⁶]docosa-1⁽²¹⁾,2⁽²²⁾,3,5,17,19-hexaene-14-carboxylate
• CAS No.: 1460302-11-7
• Molecular Formula: C₂₉H₃₀N₂O₅
• Molecular Weight: 486.568

Synonyms:benzyl (9S,14S)-9,15-dimethyl-11,16-dioxo-7-oxa-10,15-diazatricyclo[15.3.1.1²'⁶]docosa-1⁽²¹⁾,2⁽²²⁾,3,5,17,19-hexaene-14-carboxylate

Chemical Property of benzyl (9S,14S)-9,15-dimethyl-11,16-dioxo-7-oxa-10,15-diazatricyclo[15.3.1.1²'⁶]docosa-1⁽²¹⁾,2⁽²²⁾,3,5,17,19-hexaene-14-carboxylate

Chemical Property:

Purity/Quality:

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Technology Process of benzyl (9S,14S)-9,15-dimethyl-11,16-dioxo-7-oxa-10,15-diazatricyclo[15.3.1.1²'⁶]docosa-1⁽²¹⁾,2⁽²²⁾,3,5,17,19-hexaene-14-carboxylate

There total 17 articles about benzyl (9S,14S)-9,15-dimethyl-11,16-dioxo-7-oxa-10,15-diazatricyclo[15.3.1.1²'⁶]docosa-1⁽²¹⁾,2⁽²²⁾,3,5,17,19-hexaene-14-carboxylate 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: 88.0%

C24H31NO5S + Allyl chloroformate (2937-50-0) → benzyl (9S,14S)-9,15-dimethyl-11,16-dioxo-7-oxa-10,15-diazatricyclo[15.3.1.12'6]docosa-1(21),2(22),3,5,17,19-hexaene-14-carboxylate (1460302-11-7)

Guidance literature:

C₂₄H₃₁NO₅S; With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h;

Allyl chloroformate; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 2.5h;

Reference yield: 78.0%

C30H34N2O5 → benzyl (9S,14S)-9,15-dimethyl-11,16-dioxo-7-oxa-10,15-diazatricyclo[15.3.1.12'6]docosa-1(21),2(22),3,5,17,19-hexaene-14-carboxylate (1460302-11-7)

Guidance literature:

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; ethyl acetate; for 2h;

Reference yield:

benzyl N-[(10S,12S,16S)-20-methyl-12-{[2-(2-naphthyl)acetyl]amino}-15,21-dioxo-8-oxa-14,20-diazatetracyclo[20.3.1.02'7.01014]hexacosa-1(26),2,4,6,22,24-hexaen-16-yl]carbamate (1460301-54-5) → benzyl (9S,14S)-9,15-dimethyl-11,16-dioxo-7-oxa-10,15-diazatricyclo[15.3.1.12'6]docosa-1(21),2(22),3,5,17,19-hexaene-14-carboxylate (1460302-11-7)

Guidance literature:

Multi-step reaction with 7 steps

1: hydrogen; 10 wt% Pd(OH)2 on carbon / methanol / 4 h / 20 °C / 760.05 Torr

2: triphenylphosphine; 1,1'-azodicarbonyl-dipiperidine / chloroform / 15 h / 20 °C

3: lithium hydroxide; water / water; tetrahydrofuran; methanol / 4.5 h / 20 °C

4: N-ethyl-N,N-diisopropylamine; chloro-N,N,N',N'-bis(tetramethylene)formamidinium hexafluorophosphate / N,N-dimethyl-formamide / 1 h / 20 °C

5: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

6: tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-dimethylbarbituric acid / dichloromethane; ethyl acetate / 1.5 h / 20 °C

7: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane; ethyl acetate / 2 h

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-dimethylbarbituric acid; 10 wt% Pd(OH)2 on carbon; water; hydrogen; chloro-N,N,N',N'-bis(tetramethylene)formamidinium hexafluorophosphate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; lithium hydroxide; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

benzyl N-[(10S,12S,16S)-12-amino-20-methyl-15,21-dioxo-8-oxa-14,20-diazatetracyclo[20.3.1.0^2,7.0^10,14]hexacosa-1⁽²⁶⁾,2,4,6,22,24-hexaen-16-yl]carbamate hydrochloride

benzyl N-[(10S,12S,16S)-20-methyl-12-{[2-(2-naphthyl)acetyl]amino}-15,21-dioxo-8-oxa-14,20-diazatetracyclo[20.3.1.0²'⁷.0¹⁰¹⁴]hexacosa-1⁽²⁶⁾,2,4,6,22,24-hexaen-16-yl]carbamate

N-[(10S,12S,16S)-16-amino-20-methyl-15,21-dioxo-8-oxa-14,20-diazatetracyclo[20.3.1.0²'⁷.0¹⁰'¹⁴]hexacosa-1⁽²⁶⁾,2,4,6,22,24-hexaen-12-yl]-2-(2-naphthyl)acetamide

C₂₈H₃₄N₂O₇

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