(2R,3R)-2-tert-Butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(3-chloro-4-hydroxy-phenyl)-propionic acid

Base Information

Chemical Name:(2R,3R)-2-tert-Butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(3-chloro-4-hydroxy-phenyl)-propionic acid
CAS No.:197777-88-1
Molecular Formula:C₂₀H₃₂ClNO₆Si
Molecular Weight:446.016
Hs Code.:

Synonyms:(2R,3R)-2-tert-Butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(3-chloro-4-hydroxy-phenyl)-propionic acid

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Chemical Property of (2R,3R)-2-tert-Butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(3-chloro-4-hydroxy-phenyl)-propionic acid

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Technology Process of (2R,3R)-2-tert-Butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(3-chloro-4-hydroxy-phenyl)-propionic acid

There total 9 articles about (2R,3R)-2-tert-Butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(3-chloro-4-hydroxy-phenyl)-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: 96.0%

: 197778-04-4
(2R,3R)-3-(4-Benzyloxy-3-chloro-phenyl)-2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid

: 197777-88-1
(2R,3R)-2-tert-Butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(3-chloro-4-hydroxy-phenyl)-propionic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 3h; Ambient temperature;
DOI:10.1016/S0040-4039(97)01749-8

Reference yield:

: 4-benzyloxy-3-chlorophenyl magnesium bromide

: 197777-88-1
(2R,3R)-2-tert-Butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(3-chloro-4-hydroxy-phenyl)-propionic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 2.) pyridine / 1.) THF, 0 deg C, 1 h, 2.) CH₂Cl₂, RT, 2 h

2: 70 percent / TFA / H₂O; CH₂Cl₂ / 1 h / Ambient temperature

3: 54 percent / Jones reagent / acetone / 1 h / 0 °C

4: 94 percent / K₂CO₃ / methanol / 0.5 h / Ambient temperature

5: 88 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

6: 96 percent / H₂ / Pd/C / ethyl acetate / 3 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; jones reagent; hydrogen; potassium carbonate; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; water; ethyl acetate; acetone;
DOI:10.1016/S0040-4039(97)01749-8

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 197777-88-1
(2R,3R)-2-tert-Butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(3-chloro-4-hydroxy-phenyl)-propionic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

2: 96 percent / H₂ / Pd/C / ethyl acetate / 3 h / Ambient temperature

With 2,6-dimethylpyridine; hydrogen; palladium on activated charcoal; In dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4039(97)01749-8