(S)-12-<(4-Hydroxyphenyl)methyl>-10,13-dioxo-2-oxa-11,14-diazatricyclo<15.2.2.1^3,7>docosa-3,5,7(22),17,19,20-hexaene

Base Information

• Chemical Name: (S)-12-<(4-Hydroxyphenyl)methyl>-10,13-dioxo-2-oxa-11,14-diazatricyclo<15.2.2.1^3,7>docosa-3,5,7(22),17,19,20-hexaene
• CAS No.: 129151-04-8
• Molecular Formula: C₂₆H₂₆N₂O₄
• Molecular Weight: 430.503
• Mol file: 129151-04-8.mol

Synonyms:(S)-12-<(4-Hydroxyphenyl)methyl>-10,13-dioxo-2-oxa-11,14-diazatricyclo<15.2.2.1^3,7>docosa-3,5,7(22),17,19,20-hexaene

Chemical Property of (S)-12-<(4-Hydroxyphenyl)methyl>-10,13-dioxo-2-oxa-11,14-diazatricyclo<15.2.2.1^3,7>docosa-3,5,7(22),17,19,20-hexaene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-12-<(4-Hydroxyphenyl)methyl>-10,13-dioxo-2-oxa-11,14-diazatricyclo<15.2.2.1^3,7>docosa-3,5,7(22),17,19,20-hexaene

There total 14 articles about (S)-12-<(4-Hydroxyphenyl)methyl>-10,13-dioxo-2-oxa-11,14-diazatricyclo<15.2.2.1^3,7>docosa-3,5,7(22),17,19,20-hexaene 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: 62.0%

3-[3-(4-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-ethyl}-phenoxy)-phenyl]-propionic acid (129151-05-9) → (S)-12-<(4-Hydroxyphenyl)methyl>-10,13-dioxo-2-oxa-11,14-diazatricyclo<15.2.2.13,7>docosa-3,5,7(22),17,19,20-hexaene (129151-04-8)

Guidance literature:

With diphenyl phosphoryl azide; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 0 ℃; for 72h;

DOI:10.1021/jo00311a019

Reference yield: 61.0%

(S)-2-(3-{3-[4-(2-Amino-ethyl)-phenoxy]-phenyl}-propionylamino)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester; hydrochloride (129151-03-7) → (S)-12-<(4-Hydroxyphenyl)methyl>-10,13-dioxo-2-oxa-11,14-diazatricyclo<15.2.2.13,7>docosa-3,5,7(22),17,19,20-hexaene (129151-04-8)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 90 ℃; for 1h;

DOI:10.1021/jo00311a019

Reference yield:

methyl (E)-3-(3-iodophenyl)acrylate (58586-58-6) → (S)-12-<(4-Hydroxyphenyl)methyl>-10,13-dioxo-2-oxa-11,14-diazatricyclo<15.2.2.13,7>docosa-3,5,7(22),17,19,20-hexaene (129151-04-8)

Guidance literature:

Multi-step reaction with 7 steps

2: 100 percent / H₂ / 10percent Pd/C / methanol / 8 h / 25 °C / 1520 Torr

3: 3.0M HCl / ethyl acetate / 25 °C

4: EDCI / dimethylformamide / 25 °C

5: LiOH, H₂O / methanol; tetrahydrofuran / 25 °C

6: 3.0M HCl / ethyl acetate

7: 62 percent / diphenylphosphorazidate, NaHCO₃ / dimethylformamide / 72 h / 0 °C

With hydrogenchloride; lithium hydroxide; diphenyl phosphoryl azide; water; hydrogen; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo00311a019

upstream raw materials:

3-[3-(4-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-ethyl}-phenoxy)-phenyl]-propionic acid

(S)-2-(3-{3-[4-(2-Amino-ethyl)-phenoxy]-phenyl}-propionylamino)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester; hydrochloride

L-Tyr-OMe

N-t-butoxycarbonyl-tyramine