3-[(2'R,3'R,4'R,5'S)-5'-benzoyloxymethyl-3',4'-dibenzyloxy-N-benzyloxycarbonylpyrrolidin-2'-yl]prop-2-enal

Base Information

Chemical Name:3-[(2'R,3'R,4'R,5'S)-5'-benzoyloxymethyl-3',4'-dibenzyloxy-N-benzyloxycarbonylpyrrolidin-2'-yl]prop-2-enal
CAS No.:713122-87-3
Molecular Formula:C₃₇H₃₅NO₇
Molecular Weight:605.687
Hs Code.:

Synonyms:3-[(2'R,3'R,4'R,5'S)-5'-benzoyloxymethyl-3',4'-dibenzyloxy-N-benzyloxycarbonylpyrrolidin-2'-yl]prop-2-enal

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Chemical Property of 3-[(2'R,3'R,4'R,5'S)-5'-benzoyloxymethyl-3',4'-dibenzyloxy-N-benzyloxycarbonylpyrrolidin-2'-yl]prop-2-enal

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Technology Process of 3-[(2'R,3'R,4'R,5'S)-5'-benzoyloxymethyl-3',4'-dibenzyloxy-N-benzyloxycarbonylpyrrolidin-2'-yl]prop-2-enal

There total 4 articles about 3-[(2'R,3'R,4'R,5'S)-5'-benzoyloxymethyl-3',4'-dibenzyloxy-N-benzyloxycarbonylpyrrolidin-2'-yl]prop-2-enal 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:

: 340970-04-9
(2R,3R,4R,5S)-3,4-dibenzyloxy-N-benzyloxycarbonyl-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)pyrrolidine

: 713122-87-3
3-[(2'R,3'R,4'R,5'S)-5'-benzoyloxymethyl-3',4'-dibenzyloxy-N-benzyloxycarbonylpyrrolidin-2'-yl]prop-2-enal

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 24 h / 20 °C

2: 100 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 20 °C

3: N-methylmorpholine N-oxide; tetrapropylammonium perruthenate / CH₂Cl₂ / 0.5 h / 20 °C

4: 1.13 g / toluene / 3 h / 60 °C

With dmap; tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; dichloromethane; toluene; 4: Wittig reaction;
DOI:10.1016/j.tetasy.2004.03.013

Reference yield:

: 713122-84-0
(2S,3R,4R,5R)-2'-O-benzoyl-3,4-dibenzyloxy-N-benzyloxycarbonyl-2,5-bis(hydroxymethyl)pyrrolidine

: 713122-87-3
3-[(2'R,3'R,4'R,5'S)-5'-benzoyloxymethyl-3',4'-dibenzyloxy-N-benzyloxycarbonylpyrrolidin-2'-yl]prop-2-enal

Guidance literature:: Multi-step reaction with 2 steps

1: N-methylmorpholine N-oxide; tetrapropylammonium perruthenate / CH₂Cl₂ / 0.5 h / 20 °C

2: 1.13 g / toluene / 3 h / 60 °C

With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In dichloromethane; toluene; 2: Wittig reaction;
DOI:10.1016/j.tetasy.2004.03.013

Reference yield:

: (2S,3R,4R,5R)-2'-O-benzoyl-3,4-dibenzyloxy-N-benzyloxycarbonyl-5'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)pyrrolidine

: 713122-87-3
3-[(2'R,3'R,4'R,5'S)-5'-benzoyloxymethyl-3',4'-dibenzyloxy-N-benzyloxycarbonylpyrrolidin-2'-yl]prop-2-enal

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 20 °C

2: N-methylmorpholine N-oxide; tetrapropylammonium perruthenate / CH₂Cl₂ / 0.5 h / 20 °C

3: 1.13 g / toluene / 3 h / 60 °C

With tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; toluene; 3: Wittig reaction;
DOI:10.1016/j.tetasy.2004.03.013