N-[(1,1-dimethylethoxy)carbonyl]-3-hydroxy-O-(phenylmethyl)-L-tyrosine methyl ester

Base Information

Chemical Name:N-[(1,1-dimethylethoxy)carbonyl]-3-hydroxy-O-(phenylmethyl)-L-tyrosine methyl ester
CAS No.:367967-67-7
Molecular Formula:C₂₂H₂₇NO₆
Molecular Weight:401.459
Hs Code.:

Synonyms:N-[(1,1-dimethylethoxy)carbonyl]-3-hydroxy-O-(phenylmethyl)-L-tyrosine methyl ester

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Chemical Property of N-[(1,1-dimethylethoxy)carbonyl]-3-hydroxy-O-(phenylmethyl)-L-tyrosine methyl ester

Chemical Property:

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Technology Process of N-[(1,1-dimethylethoxy)carbonyl]-3-hydroxy-O-(phenylmethyl)-L-tyrosine methyl ester

There total 10 articles about N-[(1,1-dimethylethoxy)carbonyl]-3-hydroxy-O-(phenylmethyl)-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:

: 37169-36-1
methyl (S)-2-(tert-butoxycarbonylamino)-3-(3,4-dihydroxyphenyl)propanoate

: 100-44-7
benzyl chloride

: 1096164-95-2
(S)-3-(3-benzyloxy-4-hydroxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

: 367967-67-7
N-[(1,1-dimethylethoxy)carbonyl]-3-hydroxy-O-(phenylmethyl)-L-tyrosine methyl ester

Guidance literature:: With potassium carbonate; sodium iodide; In acetone; for 10.25h; Heating / reflux;

Reference yield:

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

: 367967-67-7
N-[(1,1-dimethylethoxy)carbonyl]-3-hydroxy-O-(phenylmethyl)-L-tyrosine methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

2: 52 percent / dppf / Pd(OAc)2 / dimethylformamide / 6 h / 80 °C

3: 99 percent / K₂CO₃; n-Bu₄NI / dimethylformamide / 1.5 h / 20 °C

4: 88 percent / m-CPBA / CH₂Cl₂ / 7 h / 20 °C

5: 337 mg / 2M NH₃ / methanol / 0.5 h / 20 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; ammonium hydroxide; tetra-(n-butyl)ammonium iodide; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium diacetate; In methanol; dichloromethane; N,N-dimethyl-formamide; 4: Baeyer-Villiger oxidation;
DOI:10.1081/scc-100104476

Reference yield:

: 70-78-0
3-Iodo-L-tyrosine

: 367967-67-7
N-[(1,1-dimethylethoxy)carbonyl]-3-hydroxy-O-(phenylmethyl)-L-tyrosine methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / HCl / 2 h / 0 °C

2: 90 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

3: 52 percent / dppf / Pd(OAc)2 / dimethylformamide / 6 h / 80 °C

4: 99 percent / K₂CO₃; n-Bu₄NI / dimethylformamide / 1.5 h / 20 °C

5: 88 percent / m-CPBA / CH₂Cl₂ / 7 h / 20 °C

6: 337 mg / 2M NH₃ / methanol / 0.5 h / 20 °C

With hydrogenchloride; 1,1'-bis-(diphenylphosphino)ferrocene; ammonium hydroxide; tetra-(n-butyl)ammonium iodide; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium diacetate; In methanol; dichloromethane; N,N-dimethyl-formamide; 5: Baeyer-Villiger oxidation;
DOI:10.1081/scc-100104476