4-[(2'R,3'R,4'R,5'S)-5'-benzoyloxymethyl-3',4'-dibenzyloxy-N-benzyloxycarbonylpyrrolidin-2'-yl]but-3-en-2-one

Base Information

Chemical Name:4-[(2'R,3'R,4'R,5'S)-5'-benzoyloxymethyl-3',4'-dibenzyloxy-N-benzyloxycarbonylpyrrolidin-2'-yl]but-3-en-2-one
CAS No.:713122-86-2
Molecular Formula:C₃₈H₃₇NO₇
Molecular Weight:619.714
Hs Code.:

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

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

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

There total 4 articles about 4-[(2'R,3'R,4'R,5'S)-5'-benzoyloxymethyl-3',4'-dibenzyloxy-N-benzyloxycarbonylpyrrolidin-2'-yl]but-3-en-2-one 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

: 713122-86-2
4-[(2'R,3'R,4'R,5'S)-5'-benzoyloxymethyl-3',4'-dibenzyloxy-N-benzyloxycarbonylpyrrolidin-2'-yl]but-3-en-2-one

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: 660 mg / toluene / 100 °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

: 713122-86-2
4-[(2'R,3'R,4'R,5'S)-5'-benzoyloxymethyl-3',4'-dibenzyloxy-N-benzyloxycarbonylpyrrolidin-2'-yl]but-3-en-2-one

Guidance literature:: Multi-step reaction with 2 steps

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

2: 660 mg / toluene / 100 °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

: 713122-86-2
4-[(2'R,3'R,4'R,5'S)-5'-benzoyloxymethyl-3',4'-dibenzyloxy-N-benzyloxycarbonylpyrrolidin-2'-yl]but-3-en-2-one

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: 660 mg / toluene / 100 °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