methyl (2S)-2-((2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-hydroxy-2-oxo-4H-benzo[d][1,3,2]dioxaphosphinin-6-yl)propanoate

Base Information

Chemical Name:methyl (2S)-2-((2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-hydroxy-2-oxo-4H-benzo[d][1,3,2]dioxaphosphinin-6-yl)propanoate
CAS No.:1427289-01-7
Molecular Formula:C₃₅H₃₃N₂O₉P
Molecular Weight:656.629
Hs Code.:

methyl (2S)-2-((2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-hydroxy-2-oxo-4H-benzo[d][1,3,2]dioxaphosphinin-6-yl)propanoate

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Chemical Property of methyl (2S)-2-((2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-hydroxy-2-oxo-4H-benzo[d][1,3,2]dioxaphosphinin-6-yl)propanoate

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Technology Process of methyl (2S)-2-((2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-hydroxy-2-oxo-4H-benzo[d][1,3,2]dioxaphosphinin-6-yl)propanoate

There total 4 articles about methyl (2S)-2-((2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-hydroxy-2-oxo-4H-benzo[d][1,3,2]dioxaphosphinin-6-yl)propanoate 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:

: 1427288-91-2
(S)-6-(2-ammonio-3-methoxy-3-oxopropyl)-4H-benzo[d][1,3,2]dioxaphosphinin-2-olate 2-oxide

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

: 1427289-01-7
methyl (2S)-2-((2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-hydroxy-2-oxo-4H-benzo[d][1,3,2]dioxaphosphinin-6-yl)propanoate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/jm301610q

Reference yield:

: 1228019-37-1
(S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3-(hydroxy-methyl)phenyl)propanoicacid

: 1427289-01-7
methyl (2S)-2-((2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-hydroxy-2-oxo-4H-benzo[d][1,3,2]dioxaphosphinin-6-yl)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 45 h / 20 °C

2: trichlorophosphate / dichloromethane / 3 h / -60 - 20 °C

3: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

4: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C

With sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; trichlorophosphate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm301610q

Reference yield:

: 1228019-38-2
methyl (S)-2-[(tert-butoxycarbonyl)amino]-3-[4-hydroxy-3-(hydroxymethyl)phenyl]propanoate

: 1427289-01-7
methyl (2S)-2-((2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-hydroxy-2-oxo-4H-benzo[d][1,3,2]dioxaphosphinin-6-yl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1: trichlorophosphate / dichloromethane / 3 h / -60 - 20 °C

2: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

3: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; trichlorophosphate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm301610q