(2R,3R,4S,5R)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-((1S)-1-methoxymethyloxy-3-butenyl)pyrrolidine

Base Information

Chemical Name:(2R,3R,4S,5R)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-((1S)-1-methoxymethyloxy-3-butenyl)pyrrolidine
CAS No.:212892-17-6
Molecular Formula:C₃₈H₄₇NO₇
Molecular Weight:629.794
Hs Code.:

Synonyms:(2R,3R,4S,5R)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-((1S)-1-methoxymethyloxy-3-butenyl)pyrrolidine

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Chemical Property of (2R,3R,4S,5R)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-((1S)-1-methoxymethyloxy-3-butenyl)pyrrolidine

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Technology Process of (2R,3R,4S,5R)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-((1S)-1-methoxymethyloxy-3-butenyl)pyrrolidine

There total 13 articles about (2R,3R,4S,5R)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-((1S)-1-methoxymethyloxy-3-butenyl)pyrrolidine 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: 85.0%

: 107-30-2
chloromethyl methyl ether

: 212892-15-4
(2R,3R,4S,5R)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-((1S)-1-hydroxy-3-butenyl)pyrrolidine

: 212892-17-6
(2R,3R,4S,5R)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-((1S)-1-methoxymethyloxy-3-butenyl)pyrrolidine

Guidance literature:: With N,N-diethylaniline; In dichloromethane; for 40h; Ambient temperature;
DOI:10.1016/S0040-4020(98)00542-0

Reference yield:

: (3aS,4S,6R,6aR)-4-Formyl-2,2-dimethyl-6-trityloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester

: 212892-17-6
(2R,3R,4S,5R)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-((1S)-1-methoxymethyloxy-3-butenyl)pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 363 mg / diethyl ether / 1 h / -78 °C

2: 85 percent / N,N-diethylaniline / CH₂Cl₂ / 40 h / Ambient temperature

With N,N-diethylaniline; In diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(98)00542-0

Reference yield:

: 212892-12-1
tert-butyl (3aS,4R,6R,6aR)-4-{{[(tert-butyl)dimethylsilyl]oxy}methyl}tetrahydro-2,2-dimethyl-6-[(trityloxy)methyl]-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

: 212892-17-6
(2R,3R,4S,5R)-N-tert-butoxycarbonyl-3,4-isopropylidenedioxy-2-trityloxymethyl-5-((1S)-1-methoxymethyloxy-3-butenyl)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / TBAF / tetrahydrofuran / 0.5 h / Ambient temperature

2: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -20 deg C, 15 min, 2.) CH₂Cl₂, -20 deg C to rt

3: 363 mg / diethyl ether / 1 h / -78 °C

4: 85 percent / N,N-diethylaniline / CH₂Cl₂ / 40 h / Ambient temperature

With oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; N,N-diethylaniline; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(98)00542-0