(S)-N--O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosyl>-L-tyrosine 2-(trimethylsilyl)ethyl ester

Base Information

Chemical Name:(S)-N--O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosyl>-L-tyrosine 2-(trimethylsilyl)ethyl ester
CAS No.:120363-23-7
Molecular Formula:C₅₃H₆₃N₃O₁₂Si
Molecular Weight:962.182
Hs Code.:

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

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

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

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

There total 16 articles about (S)-N--O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosyl>-L-tyrosine 2-(trimethylsilyl)ethyl 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:

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

: 120363-23-7
(S)-N--O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosyl>-L-tyrosine 2-(trimethylsilyl)ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / K₂CO₃ / tetrahydrofuran / 2 h / 25 °C

2: 85 percent / EDCI / CH₂Cl₂ / 9 h / 25 °C

With potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00272a003

Reference yield:

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

: 120363-23-7
(S)-N--O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosyl>-L-tyrosine 2-(trimethylsilyl)ethyl ester

Guidance literature:: Multi-step reaction with 10 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

10: 85 percent / EDCI / CH₂Cl₂ / 9 h / 25 °C

With hydrogenchloride; borane-THF; copper(I) bromide dimethylsulfide complex; carbon tetrabromide; sodium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; nitrobenzene;
DOI:10.1021/jo00272a003

Reference yield:

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

: 120363-23-7
(S)-N--O-<5-<2-<<(phenylmethoxy)carbonyl>amino>-2-(methoxycarbonyl)ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosyl>-L-tyrosine 2-(trimethylsilyl)ethyl ester

Guidance literature:: Multi-step reaction with 11 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

7: 97 percent / tetrahydrofuran / 1 h / 25 °C

8: 68 percent / NaH / tetrahydrofuran / 0 - 25 °C

9: 86 percent / K₂CO₃ / methanol; H₂O / 6 h / 25 °C

10: 91 percent / K₂CO₃ / tetrahydrofuran / 2 h / 25 °C

11: 85 percent / EDCI / CH₂Cl₂ / 9 h / 25 °C

With hydrogenchloride; borane-THF; copper(I) bromide dimethylsulfide complex; carbon tetrabromide; sodium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethyl acetate; nitrobenzene;
DOI:10.1021/jo00272a003