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

Base Information

Chemical Name:methyl 3-[(2'S,3'R,4'R,5'R)-3',4'-dibenzyloxy-5'-tert-butyldiphenylsilyloxymethylpyrrolidin-2'-yl]propenoate
CAS No.:394706-15-1
Molecular Formula:C₃₉H₄₇NO₅Si
Molecular Weight:637.891
Hs Code.:

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

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Chemical Property of methyl 3-[(2'S,3'R,4'R,5'R)-3',4'-dibenzyloxy-5'-tert-butyldiphenylsilyloxymethylpyrrolidin-2'-yl]propenoate

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Technology Process of methyl 3-[(2'S,3'R,4'R,5'R)-3',4'-dibenzyloxy-5'-tert-butyldiphenylsilyloxymethylpyrrolidin-2'-yl]propenoate

There total 3 articles about methyl 3-[(2'S,3'R,4'R,5'R)-3',4'-dibenzyloxy-5'-tert-butyldiphenylsilyloxymethylpyrrolidin-2'-yl]propenoate 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: 66.0%

: 394706-13-9
methyl (E)-3-[(2'S,3'R,4'R,5'R)-3',4'-dibenzyloxy-N-benzyloxycarbonyl-5'-tert-butyldiphenylsilyloxymethylpyrrolidin-2'-yl]propenoate

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

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 8h; under 3040 Torr;
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

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

Guidance literature:: Multi-step reaction with 3 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

With tetrapropylammonium perruthennate; 4 Angstroem MS; hydrogen; 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

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

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / CH₂Cl₂ / 20 °C

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

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