(11R,14S)-4-Amino-9,12-dioxo-11-phenyl-2-oxa-10,13-diaza-tricyclo[14.2.2.1^3,7]henicosa-1⁽¹⁹⁾,3,5,7⁽²¹⁾,16⁽²⁰⁾,17-hexaene-14-carboxylic acid methyl ester

Base Information

• Chemical Name: (11R,14S)-4-Amino-9,12-dioxo-11-phenyl-2-oxa-10,13-diaza-tricyclo[14.2.2.1^3,7]henicosa-1⁽¹⁹⁾,3,5,7⁽²¹⁾,16⁽²⁰⁾,17-hexaene-14-carboxylic acid methyl ester
• CAS No.: 188966-36-1
• Molecular Formula: C₂₆H₂₅N₃O₅
• Molecular Weight: 459.502

Synonyms:(11R,14S)-4-Amino-9,12-dioxo-11-phenyl-2-oxa-10,13-diaza-tricyclo[14.2.2.1^3,7]henicosa-1⁽¹⁹⁾,3,5,7⁽²¹⁾,16⁽²⁰⁾,17-hexaene-14-carboxylic acid methyl ester

Chemical Property of (11R,14S)-4-Amino-9,12-dioxo-11-phenyl-2-oxa-10,13-diaza-tricyclo[14.2.2.1^3,7]henicosa-1⁽¹⁹⁾,3,5,7⁽²¹⁾,16⁽²⁰⁾,17-hexaene-14-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (11R,14S)-4-Amino-9,12-dioxo-11-phenyl-2-oxa-10,13-diaza-tricyclo[14.2.2.1^3,7]henicosa-1⁽¹⁹⁾,3,5,7⁽²¹⁾,16⁽²⁰⁾,17-hexaene-14-carboxylic acid methyl ester

There total 12 articles about (11R,14S)-4-Amino-9,12-dioxo-11-phenyl-2-oxa-10,13-diaza-tricyclo[14.2.2.1^3,7]henicosa-1⁽¹⁹⁾,3,5,7⁽²¹⁾,16⁽²⁰⁾,17-hexaene-14-carboxylic acid methyl 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: 71.0%

(11R,14S)-5-Bromo-9,12-dioxo-11-phenyl-4-(pyrrolidin-1-ylazo)-2-oxa-10,13-diaza-tricyclo[14.2.2.13,7]henicosa-1(19),3,5,7(21),16(20),17-hexaene-14-carboxylic acid methyl ester (250160-50-0) → (11R,14S)-4-Amino-9,12-dioxo-11-phenyl-2-oxa-10,13-diaza-tricyclo[14.2.2.13,7]henicosa-1(19),3,5,7(21),16(20),17-hexaene-14-carboxylic acid methyl ester (188966-36-1)

Guidance literature:

With nickel; In methanol; for 2h; Heating;

DOI:10.1021/ja9636350

Reference yield:

L-Tyr-OMe (1080-06-4) → (11R,14S)-4-Amino-9,12-dioxo-11-phenyl-2-oxa-10,13-diaza-tricyclo[14.2.2.13,7]henicosa-1(19),3,5,7(21),16(20),17-hexaene-14-carboxylic acid methyl ester (188966-36-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 91 percent / EDC; HOBt / dimethylformamide / 10 h / 0 °C

2: H₂ / 10 percent Pd(OH)2/C / methanol / 1 h / 25 °C

3: HBTU; Et₃N / dimethylformamide / 18 h / 0 °C

4: 77 percent / CuBr*Me₂S; K₂CO₃; pyridine / acetonitrile / 15 h / 75 °C

5: 71 percent / Raney Ni / methanol / 2 h / Heating

With pyridine; copper(I) bromide dimethylsulfide complex; hydrogen; nickel; potassium carbonate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium dihydroxide; In methanol; N,N-dimethyl-formamide; acetonitrile; 1: Acylation / 2: Hydrogenolysis / 3: Acylation / 4: Cyclization / 5: Hydrogenolysis;

DOI:10.1002/(SICI)1521-3765(19990903)5:9<2584::AID-CHEM2584>3.0.CO;2-B

Reference yield:

(S)-2-((R)-2-Benzyloxycarbonylamino-2-phenyl-acetylamino)-3-(4-hydroxy-phenyl)-propionic acid methyl ester (188966-58-7) → (11R,14S)-4-Amino-9,12-dioxo-11-phenyl-2-oxa-10,13-diaza-tricyclo[14.2.2.13,7]henicosa-1(19),3,5,7(21),16(20),17-hexaene-14-carboxylic acid methyl ester (188966-36-1)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / 10 percent Pd(OH)2/C / methanol / 1 h / 25 °C

2: HBTU; Et₃N / dimethylformamide / 18 h / 0 °C

3: 77 percent / CuBr*Me₂S; K₂CO₃; pyridine / acetonitrile / 15 h / 75 °C

4: 71 percent / Raney Ni / methanol / 2 h / Heating

With pyridine; copper(I) bromide dimethylsulfide complex; hydrogen; nickel; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; palladium dihydroxide; In methanol; N,N-dimethyl-formamide; acetonitrile; 1: Hydrogenolysis / 2: Acylation / 3: Cyclization / 4: Hydrogenolysis;

DOI:10.1002/(SICI)1521-3765(19990903)5:9<2584::AID-CHEM2584>3.0.CO;2-B

upstream raw materials:

(11R,14S)-5-Bromo-9,12-dioxo-11-phenyl-4-(pyrrolidin-1-ylazo)-2-oxa-10,13-diaza-tricyclo[14.2.2.1^3,7]henicosa-1⁽¹⁹⁾,3,5,7⁽²¹⁾,16⁽²⁰⁾,17-hexaene-14-carboxylic acid methyl ester

L-Tyr-OMe

Z-D-phenylglycine

3,5-dibromo-4-aminophenethyl alcohol

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 188966-36-1 (11R,14S)-4-Amino-9,12-dioxo-11-phenyl-2-oxa-10,13-diaza-tricyclo[14.2.2.1^3,7]henicosa-1⁽¹⁹⁾,3,5,7⁽²¹⁾,16⁽²⁰⁾,17-hexaene-14-carboxylic acid methyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send