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

Base Information

Chemical Name:(S)-O-<5-<2-<<(Phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine
CAS No.:120363-18-0
Molecular Formula:C₃₅H₃₆N₂O₈
Molecular Weight:612.679
Hs Code.:

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

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Chemical Property of (S)-O-<5-<2-<<(Phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine

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Technology Process of (S)-O-<5-<2-<<(Phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine

There total 13 articles about (S)-O-<5-<2-<<(Phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine 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: 57.0%

: 120363-17-9
(S)-2-Benzyloxycarbonylamino-3-{4-benzyloxy-3-[4-((2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-phenoxy]-phenyl}-propionic acid methyl ester

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

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 25 ℃; for 15h;
DOI:10.1021/jo00311a019

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: 120363-13-5
tert-butyl 4-iodobenzoate

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

Guidance literature:: Multi-step reaction with 6 steps

1: 46 percent / NaH, CuBr*S(CH₃)2 / nitrobenzene / 8 h / 130 °C

2: 95 percent / 3.0 M HCl / ethyl acetate / 1.5 h / 25 °C

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

4: 72 percent / CBr₄, (C₆H₅)3P / diethyl ether / 25 °C

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

6: 0.5 N aq. HCl / tetrahydrofuran / 15 h / 25 °C

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