(9S,12S,15S)-4-benzyloxy-15-dibenzylamino-12-(4-hydroxybenzyl)-11,14-dioxo-2-oxa-10,13-diazatricyclo[15.2.2.1^3,7]docosa-1⁽²⁰⁾,3⁽²²⁾,4,6,17⁽²¹⁾,18-hexaene-9-carboxylic acid benzyl ester

Base Information

• Chemical Name: (9S,12S,15S)-4-benzyloxy-15-dibenzylamino-12-(4-hydroxybenzyl)-11,14-dioxo-2-oxa-10,13-diazatricyclo[15.2.2.1^3,7]docosa-1⁽²⁰⁾,3⁽²²⁾,4,6,17⁽²¹⁾,18-hexaene-9-carboxylic acid benzyl ester
• CAS No.: 903523-86-4
• Molecular Formula: C₅₅H₅₁N₃O₇
• Molecular Weight: 866.026

Synonyms:(9S,12S,15S)-4-benzyloxy-15-dibenzylamino-12-(4-hydroxybenzyl)-11,14-dioxo-2-oxa-10,13-diazatricyclo[15.2.2.1^3,7]docosa-1⁽²⁰⁾,3⁽²²⁾,4,6,17⁽²¹⁾,18-hexaene-9-carboxylic acid benzyl ester

Chemical Property of (9S,12S,15S)-4-benzyloxy-15-dibenzylamino-12-(4-hydroxybenzyl)-11,14-dioxo-2-oxa-10,13-diazatricyclo[15.2.2.1^3,7]docosa-1⁽²⁰⁾,3⁽²²⁾,4,6,17⁽²¹⁾,18-hexaene-9-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Useful:

Technology Process of (9S,12S,15S)-4-benzyloxy-15-dibenzylamino-12-(4-hydroxybenzyl)-11,14-dioxo-2-oxa-10,13-diazatricyclo[15.2.2.1^3,7]docosa-1⁽²⁰⁾,3⁽²²⁾,4,6,17⁽²¹⁾,18-hexaene-9-carboxylic acid benzyl ester

There total 8 articles about (9S,12S,15S)-4-benzyloxy-15-dibenzylamino-12-(4-hydroxybenzyl)-11,14-dioxo-2-oxa-10,13-diazatricyclo[15.2.2.1^3,7]docosa-1⁽²⁰⁾,3⁽²²⁾,4,6,17⁽²¹⁾,18-hexaene-9-carboxylic acid benzyl 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:

(S)-2-((S)-3-{4-[5-((S)-2-Amino-2-benzyloxycarbonyl-ethyl)-2-benzyloxy-phenoxy]-phenyl}-2-dibenzylamino-propionylamino)-3-(4-hydroxy-phenyl)-propionic acid; compound with trifluoro-acetic acid → (9S,12S,15S)-4-benzyloxy-15-dibenzylamino-12-(4-hydroxybenzyl)-11,14-dioxo-2-oxa-10,13-diazatricyclo[15.2.2.13,7]docosa-1(20),3(22),4,6,17(21),18-hexaene-9-carboxylic acid benzyl ester (903523-86-4)

Guidance literature:

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

DOI:10.1021/jo0606960

Reference yield:

(S)-2-Dibenzylamino-3-(4-iodo-phenyl)-propionic acid methyl ester → (9S,12S,15S)-4-benzyloxy-15-dibenzylamino-12-(4-hydroxybenzyl)-11,14-dioxo-2-oxa-10,13-diazatricyclo[15.2.2.13,7]docosa-1(20),3(22),4,6,17(21),18-hexaene-9-carboxylic acid benzyl ester (903523-86-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 87 percent / Cs₂CO₃ / CuI; N,N-dimethylglycine hydrochloride / dioxane / 30 h / 90 °C

2: LiOH / tetrahydrofuran; methanol; H₂O / 0.5 h / 0 °C

3: 404 mg / EDCl; HOAt; i-Pr₂NEt / dimethylformamide / 14 h / 0 - 20 °C

4: CH₂Cl₂ / 2 h / 20 °C

5: 81 mg / DPPA; NaHCO₃ / dimethylformamide / 72 h / 0 °C

With lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; diphenyl-phosphinic acid; sodium hydrogencarbonate; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; copper(l) iodide; N,N-dimethylglycine hydrochoride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jo0606960

Reference yield:

(S)-3-(4-benzyloxy-3-hydroxyphenyl)-2-(tritylamino)propionic acid benzyl ester (903523-81-9) → (9S,12S,15S)-4-benzyloxy-15-dibenzylamino-12-(4-hydroxybenzyl)-11,14-dioxo-2-oxa-10,13-diazatricyclo[15.2.2.13,7]docosa-1(20),3(22),4,6,17(21),18-hexaene-9-carboxylic acid benzyl ester (903523-86-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 87 percent / Cs₂CO₃ / CuI; N,N-dimethylglycine hydrochloride / dioxane / 30 h / 90 °C

2: LiOH / tetrahydrofuran; methanol; H₂O / 0.5 h / 0 °C

3: 404 mg / EDCl; HOAt; i-Pr₂NEt / dimethylformamide / 14 h / 0 - 20 °C

4: CH₂Cl₂ / 2 h / 20 °C

5: 81 mg / DPPA; NaHCO₃ / dimethylformamide / 72 h / 0 °C

With lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; diphenyl-phosphinic acid; sodium hydrogencarbonate; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; copper(l) iodide; N,N-dimethylglycine hydrochoride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jo0606960

upstream raw materials:

(S)-3-(4-benzyloxy-3-hydroxyphenyl)-2-(tritylamino)propionic acid benzyl ester

(S)-3-{4-benzyloxy-3-[4-((S)-2-dibenzylamino-2-methoxycarbonylethyl)phenoxy]phenyl}-2-(tritylamino)propionic acid benzyl ester

(S)-3-(4-{2-Benzyloxy-5-[(S)-2-benzyloxycarbonyl-2-(trityl-amino)-ethyl]-phenoxy}-phenyl)-2-dibenzylamino-propionic acid

(S)-3-[4-benzyloxy-3-(4-{(S)-2-[(S)-1-tert-butoxycarbonyl-2-(4-hydroxy-phenyl)ethylcarbamoyl]-2-dibenzylaminoethyl}phenoxy)phenyl]-2-(tritylamino)-propionic acid benzyl ester

Downstream raw materials:

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