N-tert-butyloxycarbonyl-L-alanyl-N-methyl-O-t-butyldimethylsilyl-D-3-iodotyrosine methyl ester

Base Information

Chemical Name:N-tert-butyloxycarbonyl-L-alanyl-N-methyl-O-t-butyldimethylsilyl-D-3-iodotyrosine methyl ester
CAS No.:122886-22-0
Molecular Formula:C₂₅H₄₁IN₂O₆Si
Molecular Weight:620.6
Hs Code.:

Synonyms:N-tert-butyloxycarbonyl-L-alanyl-N-methyl-O-t-butyldimethylsilyl-D-3-iodotyrosine 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-O-t-butyldimethylsilyl-D-3-iodotyrosine methyl ester

Chemical Property:

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Technology Process of N-tert-butyloxycarbonyl-L-alanyl-N-methyl-O-t-butyldimethylsilyl-D-3-iodotyrosine methyl ester

There total 7 articles about N-tert-butyloxycarbonyl-L-alanyl-N-methyl-O-t-butyldimethylsilyl-D-3-iodotyrosine 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:

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

: 122886-22-0
N-tert-butyloxycarbonyl-L-alanyl-N-methyl-O-t-butyldimethylsilyl-D-3-iodotyrosine methyl ester

Guidance literature:: Multi-step reaction with 7 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

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

Reference yield:

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

: 122886-22-0
N-tert-butyloxycarbonyl-L-alanyl-N-methyl-O-t-butyldimethylsilyl-D-3-iodotyrosine methyl ester

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

: 119336-08-2
methyl (R)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3-iodophenyl)propanoate

: 122886-22-0
N-tert-butyloxycarbonyl-L-alanyl-N-methyl-O-t-butyldimethylsilyl-D-3-iodotyrosine methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: imidazole / dimethylformamide / 2 h / Ambient temperature

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

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

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

With 1H-imidazole; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide;