ethyl (4S)-N-tert-butyloxycarbonyl-4-tert-butyldiphenylsiloxy-α,β-didehydroprolinate

Base Information

Chemical Name:ethyl (4S)-N-tert-butyloxycarbonyl-4-tert-butyldiphenylsiloxy-α,β-didehydroprolinate
CAS No.:502442-62-8
Molecular Formula:C₂₈H₃₇NO₅Si
Molecular Weight:495.691
Hs Code.:

Synonyms:ethyl (4S)-N-tert-butyloxycarbonyl-4-tert-butyldiphenylsiloxy-α,β-didehydroprolinate

Suppliers and Price of ethyl (4S)-N-tert-butyloxycarbonyl-4-tert-butyldiphenylsiloxy-α,β-didehydroprolinate

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

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Chemical Property of ethyl (4S)-N-tert-butyloxycarbonyl-4-tert-butyldiphenylsiloxy-α,β-didehydroprolinate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of ethyl (4S)-N-tert-butyloxycarbonyl-4-tert-butyldiphenylsiloxy-α,β-didehydroprolinate

There total 6 articles about ethyl (4S)-N-tert-butyloxycarbonyl-4-tert-butyldiphenylsiloxy-α,β-didehydroprolinate 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: 61.0%

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

: 502442-62-8
ethyl (4S)-N-tert-butyloxycarbonyl-4-tert-butyldiphenylsiloxy-α,β-didehydroprolinate

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In dichloromethane; toluene; at 0 ℃; for 48h;
DOI:10.1246/bcsj.75.2517

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 502442-62-8
ethyl (4S)-N-tert-butyloxycarbonyl-4-tert-butyldiphenylsiloxy-α,β-didehydroprolinate

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / imidazole / dimethylformamide / 20 °C

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

3: 61 percent / Ph₃P; DEAD / CH₂Cl₂; toluene / 48 h / 0 °C

With 1H-imidazole; hydrogenchloride; triphenylphosphine; diethylazodicarboxylate; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 3: Mitsunobu reaction;
DOI:10.1246/bcsj.75.2517

Reference yield:

: 502442-53-7
ethyl (4S)-2-(N-tert-butyloxycarbonylamino)-4,5-dihydroxy-2-pentenoate

: 502442-62-8
ethyl (4S)-N-tert-butyloxycarbonyl-4-tert-butyldiphenylsiloxy-α,β-didehydroprolinate

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / DMAP; TEA / CH₂Cl₂ / 20 °C

2: 100 percent / imidazole / dimethylformamide / 20 °C

3: 98 percent / 1.5M HCl / ethanol / 2 h / 20 °C

4: 61 percent / Ph₃P; DEAD / CH₂Cl₂; toluene / 48 h / 0 °C

With 1H-imidazole; hydrogenchloride; dmap; TEA; triphenylphosphine; diethylazodicarboxylate; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 4: Mitsunobu reaction;
DOI:10.1246/bcsj.75.2517