(S)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-iodoethoxy)propyl>phenoxy>-O-methyl-N--L-tyrosinyl>-L-tyrosine α-methyl ester

Base Information

Chemical Name:(S)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-iodoethoxy)propyl>phenoxy>-O-methyl-N--L-tyrosinyl>-L-tyrosine α-methyl ester
CAS No.:156538-95-3
Molecular Formula:C₄₅H₅₂IN₃O₁₂
Molecular Weight:953.825
Hs Code.:

(S)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-iodoethoxy)propyl>phenoxy>-O-methyl-N-<O-methyl-N-<(phenylmethoxy)carbonyl>-L-tyrosinyl>-L-tyrosine α-methyl ester

Synonyms:(S)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-iodoethoxy)propyl>phenoxy>-O-methyl-N--L-tyrosinyl>-L-tyrosine α-methyl ester

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Chemical Property of (S)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-iodoethoxy)propyl>phenoxy>-O-methyl-N--L-tyrosinyl>-L-tyrosine α-methyl ester

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Technology Process of (S)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-iodoethoxy)propyl>phenoxy>-O-methyl-N--L-tyrosinyl>-L-tyrosine α-methyl ester

There total 24 articles about (S)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-iodoethoxy)propyl>phenoxy>-O-methyl-N--L-tyrosinyl>-L-tyrosine α-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: 95.0%

: 159750-11-5
(S)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-bromoethoxy)propyl>phenoxy>-O-methyl-N--L-tyrosinyl>-L-tyrosine α-methyl ester

: 156538-95-3
(S)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-iodoethoxy)propyl>phenoxy>-O-methyl-N--L-tyrosinyl>-L-tyrosine α-methyl ester

Guidance literature:: With sodium iodide; In acetone; for 7h; Heating;
DOI:10.1021/jo00088a009

Reference yield:

: 621-59-0
isovanillin

: 156538-95-3
(S)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-iodoethoxy)propyl>phenoxy>-O-methyl-N--L-tyrosinyl>-L-tyrosine α-methyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 86 percent / piperidine / pyridine / 1.) 105 deg C, 3 h, 2.) 145 deg C, 1 h

2: 88 percent / H₂ / 10percent Pd-C / methanol / 12 h / Ambient temperature

3: 89 percent / K₂CO₃ / acetone / 20 h / Heating

4: 96 percent / aq. KOH / methanol; tetrahydrofuran / 2 h / Ambient temperature

5: Et₃N / tetrahydrofuran / 1.) -78 deg C, 15 min, 2.) room temp., 50 min

6: n-BuLi / 1.) THF, hexane, -78 deg C, 20 min, 2.) -78 deg C, 15 min and room temp., 4 h

7: 1.) KHMDS, 2.) trisyl azide / 1.) THF, toluene, -78 deg C, 30 min, 2.) THF, -78 deg C, 2 min

8: 30percent H₂O₂, LiOH / tetrahydrofuran; H₂O / 1.5 h / 0 °C

9: p-TsOH / 8 h / Heating

10: 85 percent / H₂ / 10percent Pd-C / tetrahydrofuran / 8 h / 760 Torr / Ambient temperature

11: 82 percent / EDC, HOBT / tetrahydrofuran; dimethylformamide / 20 h / 0 °C

13: 95 percent / NaI / acetone / 7 h / Heating

With piperidine; potassium hydroxide; lithium hydroxide; n-butyllithium; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; dihydrogen peroxide; potassium hexamethylsilazane; potassium carbonate; benzotriazol-1-ol; toluene-4-sulfonic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00088a009

Reference yield:

: 36418-96-9
3-<3-(Benzyloxy)-4-methoxyphenyl>propionic acid

: 156538-95-3
(S)-3-<4-<2-<<(1,1-Dimethylethoxy)carbonyl>amino>-3-oxo-3-(2-iodoethoxy)propyl>phenoxy>-O-methyl-N--L-tyrosinyl>-L-tyrosine α-methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: Et₃N / tetrahydrofuran / 1.) -78 deg C, 15 min, 2.) room temp., 50 min

2: n-BuLi / 1.) THF, hexane, -78 deg C, 20 min, 2.) -78 deg C, 15 min and room temp., 4 h

3: 1.) KHMDS, 2.) trisyl azide / 1.) THF, toluene, -78 deg C, 30 min, 2.) THF, -78 deg C, 2 min

4: 30percent H₂O₂, LiOH / tetrahydrofuran; H₂O / 1.5 h / 0 °C

5: p-TsOH / 8 h / Heating

6: 85 percent / H₂ / 10percent Pd-C / tetrahydrofuran / 8 h / 760 Torr / Ambient temperature

7: 82 percent / EDC, HOBT / tetrahydrofuran; dimethylformamide / 20 h / 0 °C

9: 95 percent / NaI / acetone / 7 h / Heating

With lithium hydroxide; n-butyllithium; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; dihydrogen peroxide; potassium hexamethylsilazane; benzotriazol-1-ol; toluene-4-sulfonic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00088a009