ethyl (2S,4S)-N-tert-butyloxycarbonyl-4-tert-butyldiphenylsiloxyprolinate

Base Information

Chemical Name:ethyl (2S,4S)-N-tert-butyloxycarbonyl-4-tert-butyldiphenylsiloxyprolinate
CAS No.:502442-64-0
Molecular Formula:C₂₈H₃₉NO₅Si
Molecular Weight:497.707
Hs Code.:

Synonyms:ethyl (2S,4S)-N-tert-butyloxycarbonyl-4-tert-butyldiphenylsiloxyprolinate

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Chemical Property of ethyl (2S,4S)-N-tert-butyloxycarbonyl-4-tert-butyldiphenylsiloxyprolinate

Chemical Property:

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Technology Process of ethyl (2S,4S)-N-tert-butyloxycarbonyl-4-tert-butyldiphenylsiloxyprolinate

There total 9 articles about ethyl (2S,4S)-N-tert-butyloxycarbonyl-4-tert-butyldiphenylsiloxyprolinate 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:

: ethyl (4S)-2-(N-tert-butyloxycarbonylamino)-4,5-isopropylidenedioxy-2-pentenoate

: 502442-64-0
ethyl (2S,4S)-N-tert-butyloxycarbonyl-4-tert-butyldiphenylsiloxyprolinate

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / 0.5M HCl / ethanol / 20 °C

2: 84 percent / DMAP; TEA / CH₂Cl₂ / 20 °C

3: 100 percent / imidazole / dimethylformamide / 20 °C

4: 98 percent / 1.5M HCl / ethanol / 2 h / 20 °C

5: 61 percent / Ph₃P; DEAD / CH₂Cl₂; toluene / 48 h / 0 °C

6: 100 percent / H₂ / 5 percent Pd/C / ethanol / 24 h / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; TEA; hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 5: Mitsunobu reaction;
DOI:10.1246/bcsj.75.2517

Reference yield:

: 502442-60-6
ethyl (4S)-2-(N-tert-butyloxycarbonylamino)-4-tert-butyldiphenylsiloxy-5-hydroxy-2-pentenoate

: 502442-64-0
ethyl (2S,4S)-N-tert-butyloxycarbonyl-4-tert-butyldiphenylsiloxyprolinate

Guidance literature:: Multi-step reaction with 2 steps

1: 61 percent / Ph₃P; DEAD / CH₂Cl₂; toluene / 48 h / 0 °C

2: 100 percent / H₂ / 5 percent Pd/C / ethanol / 24 h / 20 °C

With hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In ethanol; dichloromethane; toluene; 1: Mitsunobu reaction;
DOI:10.1246/bcsj.75.2517

Reference yield:

: 502442-58-2
ethyl (4S)-2-(N-tert-butyloxycarbonylamino)-5-tert-butyldimethylsiloxy-4-tert-butyldiphenylsiloxy-2-pentenoate

: 502442-64-0
ethyl (2S,4S)-N-tert-butyloxycarbonyl-4-tert-butyldiphenylsiloxyprolinate

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / 1.5M HCl / ethanol / 2 h / 20 °C

2: 61 percent / Ph₃P; DEAD / CH₂Cl₂; toluene / 48 h / 0 °C

3: 100 percent / H₂ / 5 percent Pd/C / ethanol / 24 h / 20 °C

With hydrogenchloride; hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In ethanol; dichloromethane; toluene; 2: Mitsunobu reaction;
DOI:10.1246/bcsj.75.2517