tert-butyl (2S,4S)-4-(2-oxo-3-O-tert-butyldiphenylsilyloxypropyl)-pyroglutamate

Base Information

Chemical Name:tert-butyl (2S,4S)-4-(2-oxo-3-O-tert-butyldiphenylsilyloxypropyl)-pyroglutamate
CAS No.:237421-59-9
Molecular Formula:C₂₈H₃₇NO₅Si
Molecular Weight:495.691
Hs Code.:

Synonyms:tert-butyl (2S,4S)-4-(2-oxo-3-O-tert-butyldiphenylsilyloxypropyl)-pyroglutamate

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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 tert-butyl (2S,4S)-4-(2-oxo-3-O-tert-butyldiphenylsilyloxypropyl)-pyroglutamate

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Technology Process of tert-butyl (2S,4S)-4-(2-oxo-3-O-tert-butyldiphenylsilyloxypropyl)-pyroglutamate

There total 5 articles about tert-butyl (2S,4S)-4-(2-oxo-3-O-tert-butyldiphenylsilyloxypropyl)-pyroglutamate 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: 70.0%

: 237421-58-8
tert-butyl (2S,4S,7RS)-4-(2-hydroxy-3-O-tert-butyldiphenylsilyloxypropyl)-pyroglutamate

: 237421-59-9
tert-butyl (2S,4S)-4-(2-oxo-3-O-tert-butyldiphenylsilyloxypropyl)-pyroglutamate

Guidance literature:: With tetrapropylammonium perruthennate; 4 Angstroem MS; 4-methylmorpholine N-oxide; In dichloromethane; for 3h; Ambient temperature;
DOI:10.1016/S0040-4020(99)00403-2

Reference yield:

: 91229-91-3
tert-butyl (S)-N-tert-butoxycarbonylpyroglutamate

: 237421-59-9
tert-butyl (2S,4S)-4-(2-oxo-3-O-tert-butyldiphenylsilyloxypropyl)-pyroglutamate

Guidance literature:: Multi-step reaction with 5 steps

1: 44 percent / lithium hexamethyldisilazide / tetrahydrofuran / 2 h / -78 °C

2: 100 percent / 1M HCl / ethyl acetate / 23 h / Ambient temperature

3: 87 percent / K₃Fe(CN)6, K₂CO₃, OsO₄ / 2-methyl-propan-2-ol; H₂O / 15 h / Ambient temperature

4: 63 percent / DMAP, Et₃N / CH₂Cl₂ / 44 h / Ambient temperature

5: 70 percent / tetrapropylammonium perruthenate, N-methylmorpholine-N-oxide, 4 Angstroem MS / CH₂Cl₂ / 3 h / Ambient temperature

With hydrogenchloride; dmap; osmium(VIII) oxide; tetrapropylammonium perruthennate; 4 Angstroem MS; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; lithium hexamethyldisilazane; potassium hexacyanoferrate(III); In tetrahydrofuran; dichloromethane; water; ethyl acetate; tert-butyl alcohol;
DOI:10.1016/S0040-4020(99)00403-2

Reference yield:

: 237421-56-6
tert-butyl (2S,4S)-4-(prop-2-enyl)-pyroglutamate

: 237421-59-9
tert-butyl (2S,4S)-4-(2-oxo-3-O-tert-butyldiphenylsilyloxypropyl)-pyroglutamate

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / K₃Fe(CN)6, K₂CO₃, OsO₄ / 2-methyl-propan-2-ol; H₂O / 15 h / Ambient temperature

2: 63 percent / DMAP, Et₃N / CH₂Cl₂ / 44 h / Ambient temperature

3: 70 percent / tetrapropylammonium perruthenate, N-methylmorpholine-N-oxide, 4 Angstroem MS / CH₂Cl₂ / 3 h / Ambient temperature

With dmap; osmium(VIII) oxide; tetrapropylammonium perruthennate; 4 Angstroem MS; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; potassium hexacyanoferrate(III); In dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/S0040-4020(99)00403-2