10-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-phenyl-propionyl}-1,4,7,10-tetraazacyclododecan-1,4,7-tricarbonic acid tri-tert-butyl ester

Base Information

Chemical Name:10-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-phenyl-propionyl}-1,4,7,10-tetraazacyclododecan-1,4,7-tricarbonic acid tri-tert-butyl ester
CAS No.:858132-12-4
Molecular Formula:C₅₂H₇₂N₆O₁₀
Molecular Weight:941.178
Hs Code.:

10-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-phenyl-propionyl}-1,4,7,10-tetraazacyclododecan-1,4,7-tricarbonic acid tri-tert-butyl ester

Synonyms:10-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-phenyl-propionyl}-1,4,7,10-tetraazacyclododecan-1,4,7-tricarbonic acid tri-tert-butyl ester

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Chemical Property of 10-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-phenyl-propionyl}-1,4,7,10-tetraazacyclododecan-1,4,7-tricarbonic acid tri-tert-butyl ester

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Technology Process of 10-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-phenyl-propionyl}-1,4,7,10-tetraazacyclododecan-1,4,7-tricarbonic acid tri-tert-butyl ester

There total 4 articles about 10-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-phenyl-propionyl}-1,4,7,10-tetraazacyclododecan-1,4,7-tricarbonic acid tri-tert-butyl 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: 85.0%

: 858132-10-2
10-(2-amino-3-phenyl-propionyl)-1,4,7,10-tetraazacyclododecan-1,4,7-tricarbonic acid tri-tert-butyl ester

: 68858-20-8
Fmoc-Val-OH

: 858132-12-4
10-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-phenyl-propionyl}-1,4,7,10-tetraazacyclododecan-1,4,7-tricarbonic acid tri-tert-butyl ester

Guidance literature:: With 2,3,5-trimethyl-pyridine; 1-hydroxy-7-aza-benzotriazole; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide; at 40 ℃; for 48h;
DOI:10.1016/j.tet.2005.03.081

Reference yield:

: 858132-08-8
10-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propionyl]-1,4,7,10-tetraazacyclododecan-1,4,7-tricarbonic acid tri-tert-butyl ester

: 858132-12-4
10-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-phenyl-propionyl}-1,4,7,10-tetraazacyclododecan-1,4,7-tricarbonic acid tri-tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / tetrabutylammonium fluoride trihydrate / acetonitrile / 0.28 h / 20 °C

2: 85 percent / HOAt; HATU; collidine / dimethylformamide; CH₂Cl₂ / 48 h / 40 °C

With 2,3,5-trimethyl-pyridine; 1-hydroxy-7-aza-benzotriazole; tetrabutyl ammonium fluoride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tet.2005.03.081

Reference yield:

: 35661-40-6
N-Fmoc L-Phe

: 858132-12-4
10-{2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyrylamino]-3-phenyl-propionyl}-1,4,7,10-tetraazacyclododecan-1,4,7-tricarbonic acid tri-tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / HOAt; HATU; collidine / dimethylformamide; CH₂Cl₂ / 48 h / 40 °C

2: 85 percent / tetrabutylammonium fluoride trihydrate / acetonitrile / 0.28 h / 20 °C

3: 85 percent / HOAt; HATU; collidine / dimethylformamide; CH₂Cl₂ / 48 h / 40 °C

With 2,3,5-trimethyl-pyridine; 1-hydroxy-7-aza-benzotriazole; tetrabutyl ammonium fluoride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tet.2005.03.081