(S)-N-<(1,1-Dimethylethoxy)carbonyl>-O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine

Base Information

Chemical Name:(S)-N-<(1,1-Dimethylethoxy)carbonyl>-O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine
CAS No.:120363-22-6
Molecular Formula:C₃₉H₄₂N₂O₁₀
Molecular Weight:698.77
Hs Code.:

Synonyms:(S)-N-<(1,1-Dimethylethoxy)carbonyl>-O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine

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Chemical Property of (S)-N-<(1,1-Dimethylethoxy)carbonyl>-O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine

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Technology Process of (S)-N-<(1,1-Dimethylethoxy)carbonyl>-O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine

There total 15 articles about (S)-N-<(1,1-Dimethylethoxy)carbonyl>-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: 91.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 120363-21-5
(S)-2-Amino-3-{4-[2-benzyloxy-5-((S)-2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-phenyl}-propionic acid

: 120363-22-6
(S)-N-<(1,1-Dimethylethoxy)carbonyl>-O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine

Guidance literature:: With potassium carbonate; In tetrahydrofuran; at 25 ℃; for 2h;
DOI:10.1021/jo00272a003

Reference yield:

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

: 120363-22-6
(S)-N-<(1,1-Dimethylethoxy)carbonyl>-O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine

Guidance literature:: Multi-step reaction with 6 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

4: 68 percent / NaH / tetrahydrofuran / 0 - 25 °C

5: 86 percent / K₂CO₃ / methanol; H₂O / 6 h / 25 °C

6: 91 percent / K₂CO₃ / tetrahydrofuran / 2 h / 25 °C

With hydrogenchloride; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo00272a003

Reference yield:

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

: 120363-22-6
(S)-N-<(1,1-Dimethylethoxy)carbonyl>-O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine

Guidance literature:: Multi-step reaction with 9 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

7: 68 percent / NaH / tetrahydrofuran / 0 - 25 °C

8: 86 percent / K₂CO₃ / methanol; H₂O / 6 h / 25 °C

9: 91 percent / K₂CO₃ / tetrahydrofuran / 2 h / 25 °C

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