(-)-(3S,4R,5S)-1-benzyloxycarbonyl-2-(tert-butoxycarbonyl)-5-tert-butyldimethylsilyloxymethyl-4-phenyl-3-trimethylsilylpyrazolidine

Base Information

Chemical Name:(-)-(3S,4R,5S)-1-benzyloxycarbonyl-2-(tert-butoxycarbonyl)-5-tert-butyldimethylsilyloxymethyl-4-phenyl-3-trimethylsilylpyrazolidine
CAS No.:224572-18-3
Molecular Formula:C₃₂H₅₀N₂O₅Si₂
Molecular Weight:598.93
Hs Code.:

Synonyms:(-)-(3S,4R,5S)-1-benzyloxycarbonyl-2-(tert-butoxycarbonyl)-5-tert-butyldimethylsilyloxymethyl-4-phenyl-3-trimethylsilylpyrazolidine

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Chemical Property of (-)-(3S,4R,5S)-1-benzyloxycarbonyl-2-(tert-butoxycarbonyl)-5-tert-butyldimethylsilyloxymethyl-4-phenyl-3-trimethylsilylpyrazolidine

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Technology Process of (-)-(3S,4R,5S)-1-benzyloxycarbonyl-2-(tert-butoxycarbonyl)-5-tert-butyldimethylsilyloxymethyl-4-phenyl-3-trimethylsilylpyrazolidine

There total 8 articles about (-)-(3S,4R,5S)-1-benzyloxycarbonyl-2-(tert-butoxycarbonyl)-5-tert-butyldimethylsilyloxymethyl-4-phenyl-3-trimethylsilylpyrazolidine 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: 92.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 224572-01-4
(+)-(3S,4R,5S)-1-tert-butoxycarbonyl-3-tert-butyldimethylsilyloxymethyl-4-phenyl-5-trimethylsilylpyrazolidine

: 224572-18-3
(-)-(3S,4R,5S)-1-benzyloxycarbonyl-2-(tert-butoxycarbonyl)-5-tert-butyldimethylsilyloxymethyl-4-phenyl-3-trimethylsilylpyrazolidine

Guidance literature:: With potassium carbonate; In water; acetonitrile; Ambient temperature;
DOI:10.1002/(SICI)1521-3765(19990301)5:3<883::AID-CHEM883>3.0.CO;2-0

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 224572-18-3
(-)-(3S,4R,5S)-1-benzyloxycarbonyl-2-(tert-butoxycarbonyl)-5-tert-butyldimethylsilyloxymethyl-4-phenyl-3-trimethylsilylpyrazolidine

Guidance literature:: Multi-step reaction with 5 steps

2: 81 percent / NaBH₄ / methanol; tetrahydrofuran / 16 h / Ambient temperature

3: imidazole / CH₂Cl₂ / 2 h / Ambient temperature

4: 95 percent / LiBEt₃H / CH₂Cl₂ / 12 h / -78 - 20 °C

5: 92 percent / K₂CO₃ / acetonitrile; H₂O / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; lithium triethylborohydride; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;
DOI:10.1002/(SICI)1521-3765(19990301)5:3<883::AID-CHEM883>3.0.CO;2-0

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 224572-18-3
(-)-(3S,4R,5S)-1-benzyloxycarbonyl-2-(tert-butoxycarbonyl)-5-tert-butyldimethylsilyloxymethyl-4-phenyl-3-trimethylsilylpyrazolidine

Guidance literature:: Multi-step reaction with 3 steps

1: imidazole / CH₂Cl₂ / 2 h / Ambient temperature

2: 95 percent / LiBEt₃H / CH₂Cl₂ / 12 h / -78 - 20 °C

3: 92 percent / K₂CO₃ / acetonitrile; H₂O / Ambient temperature

With 1H-imidazole; lithium triethylborohydride; potassium carbonate; In dichloromethane; water; acetonitrile;
DOI:10.1002/(SICI)1521-3765(19990301)5:3<883::AID-CHEM883>3.0.CO;2-0