12-({2-[2-{[(2-amino-propionylamino)-acetyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.1^3,7]nonadeca-1⁽¹⁷⁾,3⁽¹⁹⁾,4,6,14⁽¹⁸⁾,15-hexaene-9-carboxylic acid

Base Information

• Chemical Name: 12-({2-[2-{[(2-amino-propionylamino)-acetyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.1^3,7]nonadeca-1⁽¹⁷⁾,3⁽¹⁹⁾,4,6,14⁽¹⁸⁾,15-hexaene-9-carboxylic acid
• CAS No.: 675129-61-0
• Molecular Formula: C₄₀H₅₀N₆O₁₀
• Molecular Weight: 774.871

Synonyms:12-({2-[2-{[(2-amino-propionylamino)-acetyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.1^3,7]nonadeca-1⁽¹⁷⁾,3⁽¹⁹⁾,4,6,14⁽¹⁸⁾,15-hexaene-9-carboxylic acid

Chemical Property of 12-({2-[2-{[(2-amino-propionylamino)-acetyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.1^3,7]nonadeca-1⁽¹⁷⁾,3⁽¹⁹⁾,4,6,14⁽¹⁸⁾,15-hexaene-9-carboxylic acid

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Technology Process of 12-({2-[2-{[(2-amino-propionylamino)-acetyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.1^3,7]nonadeca-1⁽¹⁷⁾,3⁽¹⁹⁾,4,6,14⁽¹⁸⁾,15-hexaene-9-carboxylic acid

There total 14 articles about 12-({2-[2-{[(2-amino-propionylamino)-acetyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.1^3,7]nonadeca-1⁽¹⁷⁾,3⁽¹⁹⁾,4,6,14⁽¹⁸⁾,15-hexaene-9-carboxylic 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:

C47H56N6O10 (675129-58-5) → 12-({2-[2-{[(2-amino-propionylamino)-acetyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.13,7]nonadeca-1(17),3(19),4,6,14(18),15-hexaene-9-carboxylic acid (675129-61-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 0.666667h;

DOI:10.1021/jo030293p

Reference yield:

methyl O,N-dimethyl-L-tyr-L-alaninate (91474-98-5) → 12-({2-[2-{[(2-amino-propionylamino)-acetyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.13,7]nonadeca-1(17),3(19),4,6,14(18),15-hexaene-9-carboxylic acid (675129-61-0)

Guidance literature:

Multi-step reaction with 7 steps

1: PyBOP; iPr₂NEt / CH₂Cl₂ / 120 h / -20 - 20 °C

2: TFA / 2 h / 20 °C

3: HOBt; EDC / CH₂Cl₂ / 25 h / -20 - 20 °C

4: 98 percent / LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 3 h / 20 °C

5: 39.6 mg / 3-hydroxy-4-oxo-3,4-dihydro-1,2,3-benzotriazine; EDC / tetrahydrofuran / 48 h / 20 °C

6: 98 percent / TFA / 0.5 h / 20 °C

7: H₂ / Pd/C / ethanol / 0.67 h / 20 °C

With lithium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;

DOI:10.1021/jo030293p

Reference yield:

(2S)-3-(4-hydroxyphenyl)-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)propanoic acid (86099-14-1) → 12-({2-[2-{[(2-amino-propionylamino)-acetyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionyl}-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.13,7]nonadeca-1(17),3(19),4,6,14(18),15-hexaene-9-carboxylic acid (675129-61-0)

Guidance literature:

Multi-step reaction with 10 steps

1: 71 percent / HOBt; Et₃N; EDC / CH₂Cl₂ / 16 h / 20 °C

2: 100 percent / methanol; diethyl ether

3: H₂; hydrochloric acid / Pd/C / methanol / 2 h / 20 °C

4: PyBOP; iPr₂NEt / CH₂Cl₂ / 120 h / -20 - 20 °C

5: TFA / 2 h / 20 °C

6: HOBt; EDC / CH₂Cl₂ / 25 h / -20 - 20 °C

7: 98 percent / LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 3 h / 20 °C

8: 39.6 mg / 3-hydroxy-4-oxo-3,4-dihydro-1,2,3-benzotriazine; EDC / tetrahydrofuran / 48 h / 20 °C

9: 98 percent / TFA / 0.5 h / 20 °C

10: H₂ / Pd/C / ethanol / 0.67 h / 20 °C

With hydrogenchloride; lithium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water;

DOI:10.1021/jo030293p

upstream raw materials:

C₄₇H₅₆N₆O₁₀

methyl O,N-dimethyl-L-tyr-L-alaninate

(2S)-3-(4-hydroxyphenyl)-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)propanoic acid

methyl N-Cbz-N-methyl-L-tyrosyl-L-alaninate

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