(S)-O-<5-<2-<<(Phenylmethoxy)carbonyl>amino>-2-<<2-(trimethylsilyl)ethoxy>carbonyl>ethyl>-2-(phenylmethoxy)phenyl>-N--L-asparaginyl>-L-tyrosine methyl ester

Base Information

Chemical Name:(S)-O-<5-<2-<<(Phenylmethoxy)carbonyl>amino>-2-<<2-(trimethylsilyl)ethoxy>carbonyl>ethyl>-2-(phenylmethoxy)phenyl>-N--L-asparaginyl>-L-tyrosine methyl ester
CAS No.:127559-19-7
Molecular Formula:C₄₈H₆₀N₄O₁₂Si
Molecular Weight:913.11
Hs Code.:

(S)-O-<5-<2-<<(Phenylmethoxy)carbonyl>amino>-2-<<2-(trimethylsilyl)ethoxy>carbonyl>ethyl>-2-(phenylmethoxy)phenyl>-N-<N-<(1,1-dimethylethoxy)carbonyl>-L-asparaginyl>-L-tyrosine methyl ester

Synonyms:(S)-O-<5-<2-<<(Phenylmethoxy)carbonyl>amino>-2-<<2-(trimethylsilyl)ethoxy>carbonyl>ethyl>-2-(phenylmethoxy)phenyl>-N--L-asparaginyl>-L-tyrosine methyl ester

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Chemical Property of (S)-O-<5-<2-<<(Phenylmethoxy)carbonyl>amino>-2-<<2-(trimethylsilyl)ethoxy>carbonyl>ethyl>-2-(phenylmethoxy)phenyl>-N--L-asparaginyl>-L-tyrosine methyl ester

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Technology Process of (S)-O-<5-<2-<<(Phenylmethoxy)carbonyl>amino>-2-<<2-(trimethylsilyl)ethoxy>carbonyl>ethyl>-2-(phenylmethoxy)phenyl>-N--L-asparaginyl>-L-tyrosine methyl ester

There total 14 articles about (S)-O-<5-<2-<<(Phenylmethoxy)carbonyl>amino>-2-<<2-(trimethylsilyl)ethoxy>carbonyl>ethyl>-2-(phenylmethoxy)phenyl>-N--L-asparaginyl>-L-tyrosine 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: 88.0%

: 7536-55-2
N-tert-butyloxycarbonylasparagine

: 127559-18-6
(S)-O-<5-<2-<<(Phenylmethoxy)carbonyl>amino>-2-<<2-(trimethylsilyl)ethoxy>carbonyl>ethyl>-2-(phenylmethoxy)phenyl>-L-tyrosine methyl ester

: 127559-19-7
(S)-O-<5-<2-<<(Phenylmethoxy)carbonyl>amino>-2-<<2-(trimethylsilyl)ethoxy>carbonyl>ethyl>-2-(phenylmethoxy)phenyl>-N--L-asparaginyl>-L-tyrosine methyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 25 ℃; for 12h;
DOI:10.1016/S0040-4039(01)93447-1

Reference yield:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 127559-19-7
(S)-O-<5-<2-<<(Phenylmethoxy)carbonyl>amino>-2-<<2-(trimethylsilyl)ethoxy>carbonyl>ethyl>-2-(phenylmethoxy)phenyl>-N--L-asparaginyl>-L-tyrosine methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / EDCI, HOBt / CH₂Cl₂ / 12 h / 25 °C

2: 70 percent / CBr₄, Ph₃P / diethyl ether / 12 h / 25 °C

3: NaH / tetrahydrofuran / 1.) 0 deg C, 20 min; 2.) -78 deg C, 12 h

4: 0.5 N aq. HCl / tetrahydrofuran / 14 h / 25 °C

5: 88 percent / EDCI, HOBt / dimethylformamide / 12 h / 25 °C

With hydrogenchloride; carbon tetrabromide; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)93447-1

Reference yield:

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

: 127559-19-7
(S)-O-<5-<2-<<(Phenylmethoxy)carbonyl>amino>-2-<<2-(trimethylsilyl)ethoxy>carbonyl>ethyl>-2-(phenylmethoxy)phenyl>-N--L-asparaginyl>-L-tyrosine methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 51 percent / CuBr*Me₂S / nitrobenzene / 8 h / 130 °C

2: 89 percent / BH₃*THF / tetrahydrofuran / 3 h / 0 °C

3: 92 percent / LiOH, H₂O / tetrahydrofuran; methanol

4: 86 percent / EDCI, HOBt / CH₂Cl₂ / 12 h / 25 °C

5: 70 percent / CBr₄, Ph₃P / diethyl ether / 12 h / 25 °C

6: NaH / tetrahydrofuran / 1.) 0 deg C, 20 min; 2.) -78 deg C, 12 h

7: 0.5 N aq. HCl / tetrahydrofuran / 14 h / 25 °C

8: 88 percent / EDCI, HOBt / dimethylformamide / 12 h / 25 °C

With hydrogenchloride; lithium hydroxide; borane-THF; copper(I) bromide dimethylsulfide complex; carbon tetrabromide; water; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; nitrobenzene; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)93447-1