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

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Chemical Name:(S)-2-Amino-3-{4-[2-benzyloxy-5-((S)-2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-phenyl}-propionic acid
CAS No.:120363-21-5
Molecular Formula:C₃₄H₃₄N₂O₈
Molecular Weight:598.653
Hs Code.:

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

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Chemical Property of (S)-2-Amino-3-{4-[2-benzyloxy-5-((S)-2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-phenyl}-propionic acid

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Technology Process of (S)-2-Amino-3-{4-[2-benzyloxy-5-((S)-2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-phenyl}-propionic acid

There total 14 articles about (S)-2-Amino-3-{4-[2-benzyloxy-5-((S)-2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-phenoxy]-phenyl}-propionic acid 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: 86.0%

: 120363-20-4
(S)-N-(2,2,2-Trifluoroacetyl)-O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine

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

Guidance literature:: With potassium carbonate; In methanol; water; at 25 ℃; for 6h;
DOI:10.1021/jo00311a019 DOI:10.1021/jo00272a003

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 8 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

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

Reference yield:

: 120385-11-7
N-<(Phenylmethoxy)carbonyl>-O-(phenylmethyl)-3-<4-(hydroxymethyl)phenoxy>-L-tyrosine methyl ester

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

Guidance literature:: Multi-step reaction with 6 steps

1: 72 percent / CBr₄, (C₆H₅)3P / diethyl ether / 25 °C

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

3: 0.5 N aq. HCl / tetrahydrofuran / 15 h / 25 °C

4: 97 percent / tetrahydrofuran / 1 h / 25 °C

5: 68 percent / NaH / tetrahydrofuran / 0 - 25 °C

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

With hydrogenchloride; carbon tetrabromide; sodium hydride; potassium carbonate; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; water;
DOI:10.1021/jo00272a003