(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester

Base Information

Chemical Name:(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester
CAS No.:188446-34-6
Molecular Formula:C₂₇H₃₄F₅NO₆Si
Molecular Weight:591.648
Hs Code.:

Synonyms:(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester

Suppliers and Price of (2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester

There total 9 articles about (2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl 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: 50.0%

: 771-61-9
2,3,4,5,6-pentafluorophenol

: 188446-33-5
(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionic acid

: 188446-34-6
(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
DOI:10.1021/jo961346o

Reference yield:

: 4397-53-9
p-benzyloxybenzaldehyde

: 188446-34-6
(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: n-BuLi / tetrahydrofuran / 1.5 h / -78 - -30 °C

2: 1.) 0.25N HCl, 2.) NaHCO₃ / 2.) H₂O

3: 86 percent / Et₃N / CH₂Cl₂ / 24 h / -10 - 4 °C

4: 83 percent / K₂CO₃ / tetrahydrofuran; H₂O / 3 h / 25 °C

5: 95 percent / LiOH / 2-methyl-propan-2-ol; H₂O / 4.5 h / 5 - 25 °C

6: 40 percent / NaH / tetrahydrofuran / 7 h / -20 - 25 °C

7: 99 percent / H₂ / Pd-C / methanol / 4 h

8: 50 percent / EDCI

With hydrogenchloride; lithium hydroxide; n-butyllithium; hydrogen; sodium hydride; sodium hydrogencarbonate; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo961346o

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 188446-34-6
(2S,3S)-2-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-hydroxy-phenyl)-propionic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / Et₃N / CH₂Cl₂ / 24 h / -10 - 4 °C

2: 83 percent / K₂CO₃ / tetrahydrofuran; H₂O / 3 h / 25 °C

3: 95 percent / LiOH / 2-methyl-propan-2-ol; H₂O / 4.5 h / 5 - 25 °C

4: 40 percent / NaH / tetrahydrofuran / 7 h / -20 - 25 °C

5: 99 percent / H₂ / Pd-C / methanol / 4 h

6: 50 percent / EDCI

With lithium hydroxide; hydrogen; sodium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo961346o