ethyl (4R)-2-(N-tert-butyloxycarbonylamino)-4-tert-butyldiphenylsiloxy-5-hydroxy-2-pentenoate

Base Information

Chemical Name:ethyl (4R)-2-(N-tert-butyloxycarbonylamino)-4-tert-butyldiphenylsiloxy-5-hydroxy-2-pentenoate
CAS No.:502442-61-7
Molecular Formula:C₂₈H₃₉NO₆Si
Molecular Weight:513.706
Hs Code.:

Synonyms:ethyl (4R)-2-(N-tert-butyloxycarbonylamino)-4-tert-butyldiphenylsiloxy-5-hydroxy-2-pentenoate

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Chemical Property of ethyl (4R)-2-(N-tert-butyloxycarbonylamino)-4-tert-butyldiphenylsiloxy-5-hydroxy-2-pentenoate

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Technology Process of ethyl (4R)-2-(N-tert-butyloxycarbonylamino)-4-tert-butyldiphenylsiloxy-5-hydroxy-2-pentenoate

There total 6 articles about ethyl (4R)-2-(N-tert-butyloxycarbonylamino)-4-tert-butyldiphenylsiloxy-5-hydroxy-2-pentenoate 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: 100.0%

: 502442-59-3
ethyl (4R)-2-(N-tert-butyloxycarbonylamino)-5-tert-butyldimethylsiloxy-4-tert-butyldiphenylsiloxy-2-pentenoate

: 502442-61-7
ethyl (4R)-2-(N-tert-butyloxycarbonylamino)-4-tert-butyldiphenylsiloxy-5-hydroxy-2-pentenoate

Guidance literature:: With hydrogenchloride; In ethanol; at 20 ℃; for 2h;
DOI:10.1246/bcsj.75.2517

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 502442-61-7
ethyl (4R)-2-(N-tert-butyloxycarbonylamino)-4-tert-butyldiphenylsiloxy-5-hydroxy-2-pentenoate

Guidance literature:: Multi-step reaction with 2 steps

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

2: 100 percent / 1.5M HCl / ethanol / 2 h / 20 °C

With 1H-imidazole; hydrogenchloride; In ethanol; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.75.2517

Reference yield:

: 295365-33-2
ethyl tert-butoxycarbonylamino(toluene-4-sulfonyl)acetate

: 502442-61-7
ethyl (4R)-2-(N-tert-butyloxycarbonylamino)-4-tert-butyldiphenylsiloxy-5-hydroxy-2-pentenoate

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / Bu₃P; Na₂CO₃; Bu₄NBr / tetrahydrofuran / 20 °C

2: 85 percent / 0.5M HCl / ethanol / 20 °C

3: 84 percent / DMAP; TEA / CH₂Cl₂ / 20 °C

4: 100 percent / imidazole / dimethylformamide / 20 °C

5: 100 percent / 1.5M HCl / ethanol / 2 h / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; tributylphosphine; TEA; tetrabutylammomium bromide; sodium carbonate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Wittig-type reaction;
DOI:10.1246/bcsj.75.2517