N-acetyl-3,5-dichloro-L-tyrosyl-O-benzyl-L-tyrosyl-3,5-diiodo-L-tyrosinemethyl ester

Base Information

• Chemical Name: N-acetyl-3,5-dichloro-L-tyrosyl-O-benzyl-L-tyrosyl-3,5-diiodo-L-tyrosinemethyl ester
• CAS No.: 123418-38-2
• Molecular Formula: C₃₇H₃₅Cl₂I₂N₃O₈
• Molecular Weight: 974.415
• Mol file: 123418-38-2.mol

Synonyms:N-acetyl-3,5-dichloro-L-tyrosyl-O-benzyl-L-tyrosyl-3,5-diiodo-L-tyrosinemethyl ester

Chemical Property of N-acetyl-3,5-dichloro-L-tyrosyl-O-benzyl-L-tyrosyl-3,5-diiodo-L-tyrosinemethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-acetyl-3,5-dichloro-L-tyrosyl-O-benzyl-L-tyrosyl-3,5-diiodo-L-tyrosinemethyl ester

There total 4 articles about N-acetyl-3,5-dichloro-L-tyrosyl-O-benzyl-L-tyrosyl-3,5-diiodo-L-tyrosinemethyl 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: 100.0%

N-acetyl-3,5-dichloro-L-tyrosine (20818-21-7,1219368-08-7) + (S)-2-[(S)-2-Amino-3-(4-benzyloxy-phenyl)-propionylamino]-3-(4-hydroxy-3,5-diiodo-phenyl)-propionic acid methyl ester; hydrochloride (123418-37-1) → N-acetyl-3,5-dichloro-L-tyrosyl-O-benzyl-L-tyrosyl-3,5-diiodo-L-tyrosinemethyl ester (123418-38-2)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; for 18h; 0 deg C to room temp.;

DOI:10.1016/S0040-4039(00)95207-9

Reference yield:

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine (2130-96-3,54784-43-9) → N-acetyl-3,5-dichloro-L-tyrosyl-O-benzyl-L-tyrosyl-3,5-diiodo-L-tyrosinemethyl ester (123418-38-2)

Guidance literature:

Multi-step reaction with 3 steps

1: DCC, 1-hydroxybenztriazole, N-methylmorpholine / dimethylformamide / 0 deg C to room temp., overnight

2: HCl / dioxane / Ambient temperature; overnight

3: 100 percent / DCC, 1-hydroxybenzotriazole, N-methylmorpholine / dimethylformamide / 18 h / 0 deg C to room temp.

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)95207-9

Reference yield:

3,5-diiodo-L-thyrosine methyl ester (76318-50-8) → N-acetyl-3,5-dichloro-L-tyrosyl-O-benzyl-L-tyrosyl-3,5-diiodo-L-tyrosinemethyl ester (123418-38-2)

Guidance literature:

Multi-step reaction with 3 steps

1: DCC, 1-hydroxybenztriazole, N-methylmorpholine / dimethylformamide / 0 deg C to room temp., overnight

2: HCl / dioxane / Ambient temperature; overnight

3: 100 percent / DCC, 1-hydroxybenzotriazole, N-methylmorpholine / dimethylformamide / 18 h / 0 deg C to room temp.

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)95207-9

upstream raw materials:

N-acetyl-3,5-dichloro-L-tyrosine

(S)-2-[(S)-2-Amino-3-(4-benzyloxy-phenyl)-propionylamino]-3-(4-hydroxy-3,5-diiodo-phenyl)-propionic acid methyl ester; hydrochloride

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine

3,5-diiodo-L-thyrosine methyl ester

Downstream raw materials:

K-13

Methyl (9S,12S,15S)-15-(acetylamino)-4-hydroxy-12-<(4-hydroxyphenyl)methyl>-11,14-dioxo-2-oxa-10,13-diazatricyclo<15.2.2.1^3,7>docosa-3,5,7(22),17,19,20-hexaene-9-carboxylate

(9S,12S,15S)-9-Acetylamino-4-hydroxy-12-(4-hydroxy-benzyl)-10,13-dioxo-2-oxa-11,14-diaza-tricyclo[15.2.2.1^3,7]docosa-1⁽²⁰⁾,3,5,7⁽²²⁾,17⁽²¹⁾,18-hexaene-15-carboxylic acid

(9S,12S,15S)-9-Acetylamino-4-hydroxy-12-(4-hydroxy-benzyl)-10,13-dioxo-2-oxa-11,14-diaza-tricyclo[15.2.2.1^3,7]docosa-1⁽²⁰⁾,3,5,7⁽²²⁾,17⁽²¹⁾,18-hexaene-15-carboxylic acid methyl ester

Refernces