methyl (2R,3S)-2,3-dihydroxy-3-[(2'R,3'R,4'R,5'R)-3',4'-dibenzyloxy-N-benzyloxycarbonyl-5'-tert-butyldiphenylsilyloxymethylpyrrolidin-2'-yl]propanoate

Base Information

Chemical Name:methyl (2R,3S)-2,3-dihydroxy-3-[(2'R,3'R,4'R,5'R)-3',4'-dibenzyloxy-N-benzyloxycarbonyl-5'-tert-butyldiphenylsilyloxymethylpyrrolidin-2'-yl]propanoate
CAS No.:861872-79-9
Molecular Formula:C₄₇H₅₃NO₉Si
Molecular Weight:804.025
Hs Code.:

methyl (2R,3S)-2,3-dihydroxy-3-[(2'R,3'R,4'R,5'R)-3',4'-dibenzyloxy-N-benzyloxycarbonyl-5'-tert-butyldiphenylsilyloxymethylpyrrolidin-2'-yl]propanoate

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

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

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

There total 5 articles about methyl (2R,3S)-2,3-dihydroxy-3-[(2'R,3'R,4'R,5'R)-3',4'-dibenzyloxy-N-benzyloxycarbonyl-5'-tert-butyldiphenylsilyloxymethylpyrrolidin-2'-yl]propanoate 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: 61.0%

: 861872-77-7
methyl (E)-3-[(2'R,3'R,4'R,5'R)-3',4'-dibenzyloxy-N-benzyloxycarbonyl-5'-tert-butyldiphenylsilyloxymethylpyrrolidin-2'-yl]propenoate

: 861872-79-9
methyl (2R,3S)-2,3-dihydroxy-3-[(2'R,3'R,4'R,5'R)-3',4'-dibenzyloxy-N-benzyloxycarbonyl-5'-tert-butyldiphenylsilyloxymethylpyrrolidin-2'-yl]propanoate

: 861872-78-8
methyl (2S,3R)-2,3-dihydroxy-3-[(2'R,3'R,4'R,5'R)-3',4'-dibenzyloxy-N-benzyloxycarbonyl-5'-tert-butyldiphenylsilyloxymethylpyrrolidin-2'-yl]propanoate

Guidance literature:: With 4-methyl-morpholine; osmium(VIII) oxide; O-(4-chlorobenzoyl)hydroquinidine; In water; acetone; at 20 ℃; for 48h;
DOI:10.1016/j.tet.2005.05.004

Reference yield:

: (2R,3R,4R,5S)-3,4-Bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-formyl-pyrrolidine-1-carboxylic acid benzyl ester

: 861872-79-9
methyl (2R,3S)-2,3-dihydroxy-3-[(2'R,3'R,4'R,5'R)-3',4'-dibenzyloxy-N-benzyloxycarbonyl-5'-tert-butyldiphenylsilyloxymethylpyrrolidin-2'-yl]propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 4.9 g / CH₂Cl₂ / 48 h / 20 °C

2: 58 percent / N-methylmorpholine; O-(4-chlorobenzoyl)hydroquinine; OsO₄ / acetone; H₂O / 48 h / 20 °C

With 4-methyl-morpholine; osmium(VIII) oxide; (1R)-((1S,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl 4-chlorobenzoate; In dichloromethane; water; acetone;
DOI:10.1016/j.tet.2005.05.004

Reference yield:

: 861872-76-6
(2R,3R,4R,5R)-3,4-dibenzyloxy-N-benzyloxycarbonyl-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)pyrrolidine

: 861872-79-9
methyl (2R,3S)-2,3-dihydroxy-3-[(2'R,3'R,4'R,5'R)-3',4'-dibenzyloxy-N-benzyloxycarbonyl-5'-tert-butyldiphenylsilyloxymethylpyrrolidin-2'-yl]propanoate

Guidance literature:: Multi-step reaction with 3 steps

1: N-oxide-N-methylmorpholine; tetra-n-propylammonium perruthenate / CH₂Cl₂ / 1 h / 20 °C

2: 4.9 g / CH₂Cl₂ / 48 h / 20 °C

3: 58 percent / N-methylmorpholine; O-(4-chlorobenzoyl)hydroquinine; OsO₄ / acetone; H₂O / 48 h / 20 °C

With 4-methyl-morpholine; osmium(VIII) oxide; tetrapropylammonium perruthennate; (1R)-((1S,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl 4-chlorobenzoate; 4-methylmorpholine N-oxide; In dichloromethane; water; acetone;
DOI:10.1016/j.tet.2005.05.004