(2R,3R,5S)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-vinylpyrrolidine

Base Information

Chemical Name:(2R,3R,5S)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-vinylpyrrolidine
CAS No.:212892-13-2
Molecular Formula:C₃₄H₃₉NO₅
Molecular Weight:541.687
Hs Code.:

Synonyms:(2R,3R,5S)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-vinylpyrrolidine

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Chemical Property of (2R,3R,5S)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-vinylpyrrolidine

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Technology Process of (2R,3R,5S)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-vinylpyrrolidine

There total 3 articles about (2R,3R,5S)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-vinylpyrrolidine 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: 68.0%

: 205653-01-6
{(R)-1-[(4R,5S)-5-(1-Hydroxy-allyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-trityloxy-ethyl}-carbamic acid tert-butyl ester

: 212892-13-2
(2R,3R,5S)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-vinylpyrrolidine

Guidance literature:: With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1016/S0040-4020(98)00542-0

Reference yield:

: 124665-84-5
(3R,4R,5R)-1-(tert-butoxycarbonyl)-3,4-isopropylidenedioxy-5-trityloxymethyl-2-pyrrolidinone

: 212892-13-2
(2R,3R,5S)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-vinylpyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / tetrahydrofuran / 3 h / -50 - -40 °C

2: 91 percent / NaBH₄ / methanol / 0 - 20 °C

3: 68 percent / MsCl, Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

With sodium tetrahydroborate; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4020(98)00542-0

Reference yield:

: 126199-70-0
[(R)-1-((4R,5R)-5-Acryloyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-trityloxy-ethyl]-carbamic acid tert-butyl ester

: 212892-13-2
(2R,3R,5S)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-vinylpyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / NaBH₄ / methanol / 0 - 20 °C

2: 68 percent / MsCl, Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

With sodium tetrahydroborate; methanesulfonyl chloride; triethylamine; In methanol; dichloromethane;
DOI:10.1016/S0040-4020(98)00542-0