methyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-3-(4-iodophenyl)-2-(N-methylamino)propionate

Base Information

Chemical Name:methyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-3-(4-iodophenyl)-2-(N-methylamino)propionate
CAS No.:161634-93-1
Molecular Formula:C₁₇H₂₈INO₃Si
Molecular Weight:449.404
Hs Code.:

Synonyms:methyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-3-(4-iodophenyl)-2-(N-methylamino)propionate

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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 methyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-3-(4-iodophenyl)-2-(N-methylamino)propionate

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Technology Process of methyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-3-(4-iodophenyl)-2-(N-methylamino)propionate

There total 1 articles about methyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-3-(4-iodophenyl)-2-(N-methylamino)propionate 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: 93.0%

: 161634-92-0
methyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2--N-methylamino>-3-(4-iodophenyl)propionate

: 161634-93-1
methyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-3-(4-iodophenyl)-2-(N-methylamino)propionate

Guidance literature:: With hydrogenchloride; In ethyl acetate; at 0 ℃; for 0.333333h;
DOI:10.1021/ja00098a015

Reference yield:

: 161634-93-1
methyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-3-(4-iodophenyl)-2-(N-methylamino)propionate

: (2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(4-iodo-phenyl)-2-methylamino-propionic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; water; at 25 ℃; for 3h;
DOI:10.1021/ja00098a015

Reference yield:

: 161634-93-1
methyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-3-(4-iodophenyl)-2-(N-methylamino)propionate

: 161634-96-4
3-hydroxy-N,O⁴-dimethyl-N-<3(S)-<(tert-butyldimethylsilyl)oxy>-N-<(tert-butyloxy)carbonyl>-N-methyl-4'-iodo-L-phenylalanyl>-L-tyrosine methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: LiOH / tetrahydrofuran; methanol; H₂O / 3 h / 25 °C

2: tetrahydrofuran; H₂O / 6 h / 25 °C

3: 90 percent / EDCI / CH₂Cl₂ / 8 h / 25 °C

4: 67 percent / tetrahydrofuran; dimethylformamide / 36 h / 70 °C

With lithium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00098a015