2(S)-((tert-butyloxycarbonyl)amino)-4-(2(R)-methoxy-2-(trifluoromethyl)phenacetoxy)butanoic acid (trimethylsilyl)ethyl ester

Base Information

Chemical Name:2(S)-((tert-butyloxycarbonyl)amino)-4-(2(R)-methoxy-2-(trifluoromethyl)phenacetoxy)butanoic acid (trimethylsilyl)ethyl ester
CAS No.:123836-73-7
Molecular Formula:C₂₄H₃₆F₃NO₇Si
Molecular Weight:535.633
Hs Code.:

Synonyms:2(S)-((tert-butyloxycarbonyl)amino)-4-(2(R)-methoxy-2-(trifluoromethyl)phenacetoxy)butanoic acid (trimethylsilyl)ethyl ester

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Chemical Property of 2(S)-((tert-butyloxycarbonyl)amino)-4-(2(R)-methoxy-2-(trifluoromethyl)phenacetoxy)butanoic acid (trimethylsilyl)ethyl ester

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Technology Process of 2(S)-((tert-butyloxycarbonyl)amino)-4-(2(R)-methoxy-2-(trifluoromethyl)phenacetoxy)butanoic acid (trimethylsilyl)ethyl ester

There total 7 articles about 2(S)-((tert-butyloxycarbonyl)amino)-4-(2(R)-methoxy-2-(trifluoromethyl)phenacetoxy)butanoic acid (trimethylsilyl)ethyl 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: 95.0%

: 123836-71-5
2(S)-((tert-butyloxycarbonyl)amino)-4-hydroxybutanoic acid (trimethylsilyl)ethyl ester

: 20445-33-4,39637-99-5
(R)-methoxytrifluoromethylphenylacetyl chloride

: 123836-73-7
2(S)-((tert-butyloxycarbonyl)amino)-4-(2(R)-methoxy-2-(trifluoromethyl)phenacetoxy)butanoic acid (trimethylsilyl)ethyl ester

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/jo00290a026

Reference yield:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 123836-73-7
2(S)-((tert-butyloxycarbonyl)amino)-4-(2(R)-methoxy-2-(trifluoromethyl)phenacetoxy)butanoic acid (trimethylsilyl)ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / 4-(dimethylamino)pyridine, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 5 h / Ambient temperature

2: 2) 5N HCl, MeOH / cyclohexane, 1) 40 deg C, 18 h, 2) RT, 5 min

3: 89 percent / H₂ / 5percent Pd/BaSO₄ / ethyl acetate / 1) 1 atm, 3 h, 2) 60 deg C, 2 h

4: 65 percent / BH₃*THF / tetrahydrofuran / 1 h / 0 °C

5: 95 percent / pyridine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; hydrogenchloride; methanol; dmap; borane-THF; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; Pd-BaSO₄; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/jo00290a026

Reference yield:

: 7536-58-5,98482-77-0
BOC-L-aspartic acid 4-benzyl ester

: 123836-73-7
2(S)-((tert-butyloxycarbonyl)amino)-4-(2(R)-methoxy-2-(trifluoromethyl)phenacetoxy)butanoic acid (trimethylsilyl)ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / 4-(dimethylamino)pyridine, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 5 h / Ambient temperature

2: 2) 5N HCl, MeOH / cyclohexane, 1) 40 deg C, 18 h, 2) RT, 5 min

3: 89 percent / H₂ / 5percent Pd/BaSO₄ / ethyl acetate / 1) 1 atm, 3 h, 2) 60 deg C, 2 h

4: 65 percent / BH₃*THF / tetrahydrofuran / 1 h / 0 °C

5: 95 percent / pyridine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; hydrogenchloride; methanol; dmap; borane-THF; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; Pd-BaSO₄; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/jo00290a026