(1R,2R,3R,7aS)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethylpyrrolizidin-5-one

Base Information

Chemical Name:(1R,2R,3R,7aS)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethylpyrrolizidin-5-one
CAS No.:394706-17-3
Molecular Formula:C₃₈H₄₃NO₄Si
Molecular Weight:605.849
Hs Code.:

Synonyms:(1R,2R,3R,7aS)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethylpyrrolizidin-5-one

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Chemical Property of (1R,2R,3R,7aS)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethylpyrrolizidin-5-one

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Technology Process of (1R,2R,3R,7aS)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethylpyrrolizidin-5-one

There total 4 articles about (1R,2R,3R,7aS)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethylpyrrolizidin-5-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: 71.0%

: 394706-15-1
methyl 3-[(2'S,3'R,4'R,5'R)-3',4'-dibenzyloxy-5'-tert-butyldiphenylsilyloxymethylpyrrolidin-2'-yl]propenoate

: 394706-19-5
(1R,2R,3R,7aS)-1,2-dibenzyloxy-3-hydroxymethylpyrrolizidin-5-one

: 394706-17-3
(1R,2R,3R,7aS)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethylpyrrolizidin-5-one

Guidance literature:: With sodium methylate; In methanol; for 10h; Heating;
DOI:10.1016/S0957-4166(01)00440-2

Reference yield:

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

: 394706-17-3
(1R,2R,3R,7aS)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethylpyrrolizidin-5-one

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / 4 Angstroem MS; N-methylmorpholine N-oxide; tetra-n-propylammonium perruthenate / CH₂Cl₂ / 4 h / 20 °C

2: 89 percent / CH₂Cl₂ / 20 °C

3: 66 percent / H₂ / 10 percent Pd/C / methanol / 8 h / 3040 Torr

4: 71 percent / MeONa / methanol / 10 h / Heating

With tetrapropylammonium perruthennate; 4 Angstroem MS; hydrogen; sodium methylate; 4-methylmorpholine N-oxide; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1016/S0957-4166(01)00440-2

Reference yield:

: 394706-11-7
[(2'R,3'R,4'R,5'R)-3',4'-dibenzyloxy-N-benzyloxycarbonyl-5'-tert-butyldiphenylsilyloxymethylpyrrolidin-2'-yl]carbaldehyde

: 394706-17-3
(1R,2R,3R,7aS)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethylpyrrolizidin-5-one

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / CH₂Cl₂ / 20 °C

2: 66 percent / H₂ / 10 percent Pd/C / methanol / 8 h / 3040 Torr

3: 71 percent / MeONa / methanol / 10 h / Heating

With hydrogen; sodium methylate; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1016/S0957-4166(01)00440-2