(5R,9S,16R)-9-Benzyl-1-methyl-3,7,10,14,19-pentaoxo-1,4,8,11,15-pentaaza-cyclononadecane-5,16-dicarboxylic acid dimethyl ester

Base Information

Chemical Name:(5R,9S,16R)-9-Benzyl-1-methyl-3,7,10,14,19-pentaoxo-1,4,8,11,15-pentaaza-cyclononadecane-5,16-dicarboxylic acid dimethyl ester
CAS No.:182748-84-1
Molecular Formula:C₂₆H₃₅N₅O₉
Molecular Weight:561.592
Hs Code.:

Synonyms:(5R,9S,16R)-9-Benzyl-1-methyl-3,7,10,14,19-pentaoxo-1,4,8,11,15-pentaaza-cyclononadecane-5,16-dicarboxylic acid dimethyl ester

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Chemical Property of (5R,9S,16R)-9-Benzyl-1-methyl-3,7,10,14,19-pentaoxo-1,4,8,11,15-pentaaza-cyclononadecane-5,16-dicarboxylic acid dimethyl ester

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Technology Process of (5R,9S,16R)-9-Benzyl-1-methyl-3,7,10,14,19-pentaoxo-1,4,8,11,15-pentaaza-cyclononadecane-5,16-dicarboxylic acid dimethyl ester

There total 21 articles about (5R,9S,16R)-9-Benzyl-1-methyl-3,7,10,14,19-pentaoxo-1,4,8,11,15-pentaaza-cyclononadecane-5,16-dicarboxylic acid dimethyl 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: 45.0%

: (R)-2-[2-({(R)-4-[3-((S)-2-Amino-3-phenyl-propionylamino)-propionylamino]-4-methoxycarbonyl-butyryl}-methyl-amino)-acetylamino]-succinic acid 1-methyl ester 4-pentafluorophenyl ester; compound with trifluoro-acetic acid

: 182748-84-1
(5R,9S,16R)-9-Benzyl-1-methyl-3,7,10,14,19-pentaoxo-1,4,8,11,15-pentaaza-cyclononadecane-5,16-dicarboxylic acid dimethyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/0040-4039(96)01515-8

Reference yield:

: 35793-73-8
N-(tert-butyloxycarbonyl)-γ-benzyl-D-glutamic acid

: 182748-84-1
(5R,9S,16R)-9-Benzyl-1-methyl-3,7,10,14,19-pentaoxo-1,4,8,11,15-pentaaza-cyclononadecane-5,16-dicarboxylic acid dimethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 100 percent / diethyl ether / 0.5 h / 0 °C

2: 100 percent / H₂ / 10percent Pd/C / ethanol / 3 h / Ambient temperature

3: 4-methylmorpholine / tetrahydrofuran / 0.08 h / -15 °C

4: N-methylmorpholine / dimethylformamide; tetrahydrofuran / 0.75 h / Ambient temperature

5: 98 percent / H₂ / 10percent Pd/C / ethanol / 3 h / Ambient temperature

6: N-methylmorpholine / tetrahydrofuran; dimethylformamide / 0.83 h / Ambient temperature

7: 89 percent / HCl / ethyl acetate / 2 h / Ambient temperature

8: N-methylmorpholine / tetrahydrofuran; dimethylformamide / 3 h / Ambient temperature

9: 98 percent / H₂ / 10percent Pd/C / ethanol; methanol / 5 h / Ambient temperature

10: 69 percent / EDCI / CH₂Cl₂ / 12 h / Ambient temperature

11: TFA / CH₂Cl₂ / 0.75 h

12: DIPEA / CH₂Cl₂ / 216 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 55227-00-4
α-Methyl (2R)-N-(tert-butoxycarbonyl)glutamate ester

: 182748-84-1
(5R,9S,16R)-9-Benzyl-1-methyl-3,7,10,14,19-pentaoxo-1,4,8,11,15-pentaaza-cyclononadecane-5,16-dicarboxylic acid dimethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 4-methylmorpholine / tetrahydrofuran / 0.08 h / -15 °C

2: N-methylmorpholine / dimethylformamide; tetrahydrofuran / 0.75 h / Ambient temperature

3: 98 percent / H₂ / 10percent Pd/C / ethanol / 3 h / Ambient temperature

4: N-methylmorpholine / tetrahydrofuran; dimethylformamide / 0.83 h / Ambient temperature

5: 89 percent / HCl / ethyl acetate / 2 h / Ambient temperature

6: N-methylmorpholine / tetrahydrofuran; dimethylformamide / 3 h / Ambient temperature

7: 98 percent / H₂ / 10percent Pd/C / ethanol; methanol / 5 h / Ambient temperature

8: 69 percent / EDCI / CH₂Cl₂ / 12 h / Ambient temperature

9: TFA / CH₂Cl₂ / 0.75 h

10: DIPEA / CH₂Cl₂ / 216 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;