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

Base Information

• Chemical Name: (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2--N-methylamino>-3-(4-iodophenyl)propionic acid
• CAS No.: 161634-80-6
• Molecular Formula: C₂₁H₃₄INO₅Si
• Molecular Weight: 535.495
• Mol file: 161634-80-6.mol

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

Chemical Property of (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2--N-methylamino>-3-(4-iodophenyl)propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 13 articles about (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2--N-methylamino>-3-(4-iodophenyl)propionic acid 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: 97.0%

C27H48INO5Si2 (161634-79-3) → (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2--N-methylamino>-3-(4-iodophenyl)propionic acid (161634-80-6)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; methanol; water; at 25 ℃; for 1h;

DOI:10.1021/ja00098a015

Reference yield: 60.0%

methyl (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2--N-methylamino>-3-(4-iodophenyl)propionate (161634-92-0) → 2--N-methylamino>-3-(4-iodophenyl)propenoic acid + (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2--N-methylamino>-3-(4-iodophenyl)propionic acid (161634-80-6)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 25 ℃;

DOI:10.1021/ja00098a015

Reference yield:

(1S,2R)-1-(4-Iodo-phenyl)-2-methylamino-propane-1,3-diol (161634-84-0) → (2S,3S)-3-<(tert-butyldimethylsilyl)oxy>-2--N-methylamino>-3-(4-iodophenyl)propionic acid (161634-80-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 46 percent / O₂ / Pt / acetone; H₂O / 12 h

2: 98 percent / K₂CO₃ / tetrahydrofuran; H₂O / 4 h / 25 °C

3: 94 percent / imidazole / dimethylformamide / 48 h / 25 °C

4: 97 percent / K₂CO₃ / tetrahydrofuran; methanol; H₂O / 1 h / 25 °C

With 1H-imidazole; oxygen; potassium carbonate; platinum; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone;

DOI:10.1021/ja00098a015

upstream raw materials:

di-tert-butyl dicarbonate

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

C₂₇H₄₈INO₅Si₂

trans-3-(4-iodophenyl)-2-propenoic acid ethyl ester

Downstream raw materials:

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

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