N-{2-[(S)-1-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-amino-2-phenylethyl]-4H-3,1-benzoxazin-4-ylidene}-D-tryptophan methyl ester

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Chemical Name:N-{2-[(S)-1-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-amino-2-phenylethyl]-4H-3,1-benzoxazin-4-ylidene}-D-tryptophan methyl ester
CAS No.:262590-38-5
Molecular Formula:C₄₃H₃₆N₄O₅
Molecular Weight:688.783
Hs Code.:

Synonyms:N-{2-[(S)-1-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-amino-2-phenylethyl]-4H-3,1-benzoxazin-4-ylidene}-D-tryptophan methyl ester

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Chemical Property of N-{2-[(S)-1-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-amino-2-phenylethyl]-4H-3,1-benzoxazin-4-ylidene}-D-tryptophan methyl ester

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Technology Process of N-{2-[(S)-1-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-amino-2-phenylethyl]-4H-3,1-benzoxazin-4-ylidene}-D-tryptophan methyl ester

There total 5 articles about N-{2-[(S)-1-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-amino-2-phenylethyl]-4H-3,1-benzoxazin-4-ylidene}-D-tryptophan 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: 87.0%

: 262590-36-3
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-phenalanyl-2-aminobenzoyl-D-tryptophan methyl ester

: 262590-38-5
N-{2-[(S)-1-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-amino-2-phenylethyl]-4H-3,1-benzoxazin-4-ylidene}-D-tryptophan methyl ester

Guidance literature:: With iodine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In dichloromethane; at 20 ℃; for 7h;
DOI:10.1021/jo9914364

Reference yield:

: 4299-70-1,7303-49-3,22032-65-1
D-Tryptophan methyl ester

: 262590-38-5
N-{2-[(S)-1-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-amino-2-phenylethyl]-4H-3,1-benzoxazin-4-ylidene}-D-tryptophan methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / EDC / acetonitrile / 2.92 h / 20 °C

2: 97 percent / Na₂CO₃ / CH₂Cl₂ / 2 h

3: 87 percent / PPh₃; I₂; N,N-diisopropylethylamine / CH₂Cl₂ / 7 h / 20 °C

With iodine; sodium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In dichloromethane; acetonitrile; 1: Condensation / 2: Acylation / 3: Cyclization;
DOI:10.1021/jo9914364

Reference yield:

: 118-48-9
isatoic anhydride

: 262590-38-5
N-{2-[(S)-1-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-amino-2-phenylethyl]-4H-3,1-benzoxazin-4-ylidene}-D-tryptophan methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / 1,2-dichloro-ethane / Thermolysis

2: 97 percent / Na₂CO₃ / CH₂Cl₂ / 2 h

3: 87 percent / PPh₃; I₂; N,N-diisopropylethylamine / CH₂Cl₂ / 7 h / 20 °C

With iodine; sodium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In dichloromethane; 1,2-dichloro-ethane; 1: Acylation / 2: Acylation / 3: Cyclization;
DOI:10.1021/jo9914364