(2R,3S,4S)-N-tert-butoxycarbonyl-3,4-dihydroxy-2-trityloxymethylpyrrolidine

Base Information

Chemical Name:(2R,3S,4S)-N-tert-butoxycarbonyl-3,4-dihydroxy-2-trityloxymethylpyrrolidine
CAS No.:165560-21-4
Molecular Formula:C₂₉H₃₃NO₅
Molecular Weight:475.585
Hs Code.:

Synonyms:(2R,3S,4S)-N-tert-butoxycarbonyl-3,4-dihydroxy-2-trityloxymethylpyrrolidine

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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 (2R,3S,4S)-N-tert-butoxycarbonyl-3,4-dihydroxy-2-trityloxymethylpyrrolidine

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Technology Process of (2R,3S,4S)-N-tert-butoxycarbonyl-3,4-dihydroxy-2-trityloxymethylpyrrolidine

There total 4 articles about (2R,3S,4S)-N-tert-butoxycarbonyl-3,4-dihydroxy-2-trityloxymethylpyrrolidine 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: 81.0%

: 165560-20-3
(2R,3S,4S)-N-tert-butoxycarbonyl-3,4-bis(tert-butyldimethylsilyloxy)-2-trityloxymethylpyrrolidine

: 165560-21-4
(2R,3S,4S)-N-tert-butoxycarbonyl-3,4-dihydroxy-2-trityloxymethylpyrrolidine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.5h; Ambient temperature;
DOI:10.3987/COM-94-7016

Reference yield:

: 1,1-dimethylethyl N-<(1R,2S,3S)-2,3-bis(tert-butyldimethylsilyloxy)-4-hydroxy-1-trityloxymethylbutylyl>carbamate

: 165560-21-4
(2R,3S,4S)-N-tert-butoxycarbonyl-3,4-dihydroxy-2-trityloxymethylpyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / methanesulfonyl chloride, TEA / CH₂Cl₂ / 0.5 h / 0 °C

2: 81 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature

With TEA; tetrabutyl ammonium fluoride; methanesulfonyl chloride; In tetrahydrofuran; dichloromethane;
DOI:10.3987/COM-94-7016

Reference yield:

: 165560-13-4
1,1-dimethylethyl N-<(1R,2S,3R)-2,3-bis(tert-butyldimethylsilyloxy)-3-methoxycarbonyl-1-trityloxymethylpropanyl>carbamate

: 165560-21-4
(2R,3S,4S)-N-tert-butoxycarbonyl-3,4-dihydroxy-2-trityloxymethylpyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 52 percent / LiBH₄, LiBHEt₃ / diethyl ether; tetrahydrofuran / 0.25 h / Ambient temperature

2: 76 percent / methanesulfonyl chloride, TEA / CH₂Cl₂ / 0.5 h / 0 °C

3: 81 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature

With lithium borohydride; TEA; tetrabutyl ammonium fluoride; lithium triethylborohydride; methanesulfonyl chloride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.3987/COM-94-7016