N-tert-butyloxycarbonyl-L-alanyl-N-methyl-D-3-iodotyrosyl-L-alanine methyl ester

Base Information

Chemical Name:N-tert-butyloxycarbonyl-L-alanyl-N-methyl-D-3-iodotyrosyl-L-alanine methyl ester
CAS No.:119326-48-6
Molecular Formula:C₂₂H₃₂IN₃O₇
Molecular Weight:577.416
Hs Code.:

Synonyms:N-tert-butyloxycarbonyl-L-alanyl-N-methyl-D-3-iodotyrosyl-L-alanine methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-tert-butyloxycarbonyl-L-alanyl-N-methyl-D-3-iodotyrosyl-L-alanine methyl ester

Chemical Property:

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Technology Process of N-tert-butyloxycarbonyl-L-alanyl-N-methyl-D-3-iodotyrosyl-L-alanine methyl ester

There total 15 articles about N-tert-butyloxycarbonyl-L-alanyl-N-methyl-D-3-iodotyrosyl-L-alanine 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: 76.0%

: 28875-17-4
(S)-N-(tert-butoxycarbonyl)alanine methyl ester

: 119326-47-5
(S)-2-[(R)-3-(4-Hydroxy-3-iodo-phenyl)-2-methylamino-propionylamino]-propionic acid methyl ester

: 119326-48-6
N-tert-butyloxycarbonyl-L-alanyl-N-methyl-D-3-iodotyrosyl-L-alanine methyl ester

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; at 4 ℃;
DOI:10.1021/jo00265a003

Reference yield:

: 556-02-5,18875-48-4,25619-78-7,30704-25-7
tyrosine

: 119326-48-6
N-tert-butyloxycarbonyl-L-alanyl-N-methyl-D-3-iodotyrosyl-L-alanine methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 57 percent / I₂, NH₄OH / aq. ethanol / 1 h / 0 °C

2: 95 percent / HCl / 0 °C

3: 92 percent / Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

4: imidazole / dimethylformamide / 2 h / Ambient temperature

5: NaH / tetrahydrofuran; dimethylformamide / 20 h / 60 °C

6: trifluoroacetic acid / CHCl₃ / 2 h / Ambient temperature

7: 1.) BOP-Cl, Et₃N, 2.) Et₃N / 1.) CH₂Cl₂, 0.5 h, 2.) 0 deg C, 4 h; room temperature, overnight

8: 92 percent / LiOH / tetrahydrofuran; H₂O / 1 h / 0 °C

9: 73 percent / Et₃N, HOBT, EDC / CH₂Cl₂ / Ambient temperature

With 1H-imidazole; hydrogenchloride; lithium hydroxide; ammonium hydroxide; iodine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;

Reference yield:

: 25799-58-0
(R)-2-amino-3-(4-hydroxy-3-iodophenyl)propanoic acid

: 119326-48-6
N-tert-butyloxycarbonyl-L-alanyl-N-methyl-D-3-iodotyrosyl-L-alanine methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / HCl / 0 °C

2: 92 percent / Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

3: imidazole / dimethylformamide / 2 h / Ambient temperature

4: NaH / tetrahydrofuran; dimethylformamide / 20 h / 60 °C

5: trifluoroacetic acid / CHCl₃ / 2 h / Ambient temperature

6: 1.) BOP-Cl, Et₃N, 2.) Et₃N / 1.) CH₂Cl₂, 0.5 h, 2.) 0 deg C, 4 h; room temperature, overnight

7: 92 percent / LiOH / tetrahydrofuran; H₂O / 1 h / 0 °C

8: 73 percent / Et₃N, HOBT, EDC / CH₂Cl₂ / Ambient temperature

With 1H-imidazole; hydrogenchloride; lithium hydroxide; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; chloroform; water; N,N-dimethyl-formamide;