2(S)-[N-[2-[N'-(9-fluorenylmethoxycarbonyl)-N'-(tert-butyloxycarbonylmethyl)]aminoethyl]-N-[(1',3'-dioxo-3'-benzyloxy)propyl]]-2-amino-3-phenylpropionamide

Base Information

Chemical Name:2(S)-[N-[2-[N'-(9-fluorenylmethoxycarbonyl)-N'-(tert-butyloxycarbonylmethyl)]aminoethyl]-N-[(1',3'-dioxo-3'-benzyloxy)propyl]]-2-amino-3-phenylpropionamide
CAS No.:330187-60-5
Molecular Formula:C₄₂H₄₅N₃O₈
Molecular Weight:719.835
Hs Code.:

2(S)-[N-[2-[N'-(9-fluorenylmethoxycarbonyl)-N'-(tert-butyloxycarbonylmethyl)]aminoethyl]-N-[(1',3'-dioxo-3'-benzyloxy)propyl]]-2-amino-3-phenylpropionamide

Synonyms:2(S)-[N-[2-[N'-(9-fluorenylmethoxycarbonyl)-N'-(tert-butyloxycarbonylmethyl)]aminoethyl]-N-[(1',3'-dioxo-3'-benzyloxy)propyl]]-2-amino-3-phenylpropionamide

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Chemical Property of 2(S)-[N-[2-[N'-(9-fluorenylmethoxycarbonyl)-N'-(tert-butyloxycarbonylmethyl)]aminoethyl]-N-[(1',3'-dioxo-3'-benzyloxy)propyl]]-2-amino-3-phenylpropionamide

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Technology Process of 2(S)-[N-[2-[N'-(9-fluorenylmethoxycarbonyl)-N'-(tert-butyloxycarbonylmethyl)]aminoethyl]-N-[(1',3'-dioxo-3'-benzyloxy)propyl]]-2-amino-3-phenylpropionamide

There total 4 articles about 2(S)-[N-[2-[N'-(9-fluorenylmethoxycarbonyl)-N'-(tert-butyloxycarbonylmethyl)]aminoethyl]-N-[(1',3'-dioxo-3'-benzyloxy)propyl]]-2-amino-3-phenylpropionamide 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:

: 141743-16-0
N-(carboxymethyl)-N-Fmoc-glycine tert-butyl ester

: 330187-60-5
2(S)-[N-[2-[N'-(9-fluorenylmethoxycarbonyl)-N'-(tert-butyloxycarbonylmethyl)]aminoethyl]-N-[(1',3'-dioxo-3'-benzyloxy)propyl]]-2-amino-3-phenylpropionamide

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / DCC; DMAP / CH₂Cl₂ / 2 h / 20 °C

2: 93 percent / triethylsilane / 10percent Pd/C / acetone / 0.5 h / 10 - 20 °C

3: NaB(OAc)3H / dimethylformamide / 6 h / 20 °C

4: HATU; diisopropylethylamine / dimethylformamide / 2 h / 20 °C

With triethylsilane; dmap; sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; 10percent Pd/C; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo011041w

Reference yield:

: 330187-54-7
N-(S-ethyl-thiocarbonylmethyl)-N-Fmoc-glycine tert-butyl ester

: 330187-60-5
2(S)-[N-[2-[N'-(9-fluorenylmethoxycarbonyl)-N'-(tert-butyloxycarbonylmethyl)]aminoethyl]-N-[(1',3'-dioxo-3'-benzyloxy)propyl]]-2-amino-3-phenylpropionamide

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / triethylsilane / 10percent Pd/C / acetone / 0.5 h / 10 - 20 °C

2: NaB(OAc)3H / dimethylformamide / 6 h / 20 °C

3: HATU; diisopropylethylamine / dimethylformamide / 2 h / 20 °C

With triethylsilane; sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; 10percent Pd/C; In N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo011041w

Reference yield:

: 65864-22-4
(S)-2-amino-3-phenylpropionamide hydrochloride

: 330187-60-5
2(S)-[N-[2-[N'-(9-fluorenylmethoxycarbonyl)-N'-(tert-butyloxycarbonylmethyl)]aminoethyl]-N-[(1',3'-dioxo-3'-benzyloxy)propyl]]-2-amino-3-phenylpropionamide

Guidance literature:: Multi-step reaction with 2 steps

1: NaB(OAc)3H / dimethylformamide / 6 h / 20 °C

2: HATU; diisopropylethylamine / dimethylformamide / 2 h / 20 °C

With sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide;
DOI:10.1021/jo011041w