(S)-N-(2,2,2-Trifluoroacetyl)-O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine methyl ester

Base Information

Chemical Name:(S)-N-(2,2,2-Trifluoroacetyl)-O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine methyl ester
CAS No.:120363-19-1
Molecular Formula:C₃₇H₃₅F₃N₂O₉
Molecular Weight:708.688
Hs Code.:

Synonyms:(S)-N-(2,2,2-Trifluoroacetyl)-O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine methyl ester

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Chemical Property of (S)-N-(2,2,2-Trifluoroacetyl)-O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine methyl ester

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Technology Process of (S)-N-(2,2,2-Trifluoroacetyl)-O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine methyl ester

There total 12 articles about (S)-N-(2,2,2-Trifluoroacetyl)-O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine methyl 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: 97.0%

: 120363-18-0
(S)-O-<5-<2-<<(Phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine

: 407-25-0
trifluoroacetic anhydride

: 120363-19-1
(S)-N-(2,2,2-Trifluoroacetyl)-O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine methyl ester

Guidance literature:: In tetrahydrofuran; at 25 ℃; for 1h;
DOI:10.1021/jo00311a019 DOI:10.1021/jo00272a003

Reference yield:

: 120363-16-8
N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-<4-(bromomethyl)phenoxy>-L-tyrosine methyl ester

: 120363-19-1
(S)-N-(2,2,2-Trifluoroacetyl)-O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH / 1.) THF, 0 deg C, 5 min, 2.) -78 deg C, 14 h

2: 0.5 N aq. HCl / tetrahydrofuran / 15 h / 25 °C

3: 97 percent / tetrahydrofuran / 1 h / 25 °C

With hydrogenchloride; sodium hydride; In tetrahydrofuran;
DOI:10.1021/jo00272a003

Reference yield:

: 1005-30-7
sodium 4-iodo-benzoate

: 120363-19-1
(S)-N-(2,2,2-Trifluoroacetyl)-O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 51 percent / NaH, CuBr*S(CH₃)2 / nitrobenzene / 8 h / 130 °C

2: 89 percent / BH₃*THF / tetrahydrofuran / 3 h / 0 °C

3: 72 percent / CBr₄, (C₆H₅)3P / diethyl ether / 25 °C

4: 1.) NaH / 1.) THF, 0 deg C, 5 min, 2.) -78 deg C, 14 h

5: 0.5 N aq. HCl / tetrahydrofuran / 15 h / 25 °C

6: 97 percent / tetrahydrofuran / 1 h / 25 °C

With hydrogenchloride; borane-THF; copper(I) bromide dimethylsulfide complex; carbon tetrabromide; sodium hydride; triphenylphosphine; In tetrahydrofuran; diethyl ether; nitrobenzene;
DOI:10.1021/jo00272a003