N-[(phenylmethoxy)carbonyl]-3-formyl-O-(phenylmethyl)-L-tyrosine methyl ester

Base Information

• Chemical Name: N-[(phenylmethoxy)carbonyl]-3-formyl-O-(phenylmethyl)-L-tyrosine methyl ester
• CAS No.: 367967-66-6
• Molecular Formula: C₂₆H₂₅NO₆
• Molecular Weight: 447.488
• Mol file: 367967-66-6.mol

Synonyms:N-[(phenylmethoxy)carbonyl]-3-formyl-O-(phenylmethyl)-L-tyrosine methyl ester

Chemical Property of N-[(phenylmethoxy)carbonyl]-3-formyl-O-(phenylmethyl)-L-tyrosine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of N-[(phenylmethoxy)carbonyl]-3-formyl-O-(phenylmethyl)-L-tyrosine methyl ester

There total 5 articles about N-[(phenylmethoxy)carbonyl]-3-formyl-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: 98.0%

benzyl bromide (100-39-0) + methyl (S)-2-(benzyloxycarbonylamino)-3-(3-formyl-4-hydroxyphenyl)propionate (367967-64-4) → N-[(phenylmethoxy)carbonyl]-3-formyl-O-(phenylmethyl)-L-tyrosine methyl ester (367967-66-6)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

DOI:10.1081/scc-100104476

Reference yield:

3-Iodo-L-tyrosine (70-78-0) → N-[(phenylmethoxy)carbonyl]-3-formyl-O-(phenylmethyl)-L-tyrosine methyl ester (367967-66-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / HCl / 2 h / 0 °C

2: 89 percent / Na₂CO₃ / H₂O; diethyl ether / 3 h / 20 °C

3: 82 percent / dppf; Et₃N; Et₃SiH / Pd(OAc)2 / dimethylformamide / 3 h / 80 °C

4: 98 percent / K₂CO₃; n-Bu₄NI / dimethylformamide / 1.5 h / 20 °C

With hydrogenchloride; triethylsilane; 1,1'-bis-(diphenylphosphino)ferrocene; tetra-(n-butyl)ammonium iodide; sodium carbonate; potassium carbonate; triethylamine; palladium diacetate; In diethyl ether; water; N,N-dimethyl-formamide;

DOI:10.1081/scc-100104476

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-[(phenylmethoxy)carbonyl]-3-formyl-O-(phenylmethyl)-L-tyrosine methyl ester (367967-66-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / Na₂CO₃ / H₂O; diethyl ether / 3 h / 20 °C

2: 82 percent / dppf; Et₃N; Et₃SiH / Pd(OAc)2 / dimethylformamide / 3 h / 80 °C

3: 98 percent / K₂CO₃; n-Bu₄NI / dimethylformamide / 1.5 h / 20 °C

With triethylsilane; 1,1'-bis-(diphenylphosphino)ferrocene; tetra-(n-butyl)ammonium iodide; sodium carbonate; potassium carbonate; triethylamine; palladium diacetate; In diethyl ether; water; N,N-dimethyl-formamide;

DOI:10.1081/scc-100104476

upstream raw materials:

benzyl bromide

methyl (S)-2-(benzyloxycarbonylamino)-3-(3-formyl-4-hydroxyphenyl)propionate

3-Iodo-L-tyrosine

benzyl chloroformate

Downstream raw materials:

N-[(phenylmethoxy)carbonyl]-3-hydroxy-O-(phenylmethyl)-L-tyrosine methyl ester