(2S,4R)-benzyl 4-(benzyloxy)-2((1S,2R)-4-(benzyloxy)-1,2-dihydroxy-3-oxobutyl)pyrrolidine-1-carboxylate

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Chemical Name:(2S,4R)-benzyl 4-(benzyloxy)-2((1S,2R)-4-(benzyloxy)-1,2-dihydroxy-3-oxobutyl)pyrrolidine-1-carboxylate
CAS No.:946163-74-2
Molecular Formula:C₃₀H₃₃NO₇
Molecular Weight:519.595
Hs Code.:

Synonyms:(2S,4R)-benzyl 4-(benzyloxy)-2((1S,2R)-4-(benzyloxy)-1,2-dihydroxy-3-oxobutyl)pyrrolidine-1-carboxylate

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Chemical Property of (2S,4R)-benzyl 4-(benzyloxy)-2((1S,2R)-4-(benzyloxy)-1,2-dihydroxy-3-oxobutyl)pyrrolidine-1-carboxylate

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Technology Process of (2S,4R)-benzyl 4-(benzyloxy)-2((1S,2R)-4-(benzyloxy)-1,2-dihydroxy-3-oxobutyl)pyrrolidine-1-carboxylate

There total 5 articles about (2S,4R)-benzyl 4-(benzyloxy)-2((1S,2R)-4-(benzyloxy)-1,2-dihydroxy-3-oxobutyl)pyrrolidine-1-carboxylate 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: 27.0%

: 946163-72-0
(2S,4R)-benzyl 4-(benzyloxy)-2((E)-4-(benzyloxy)-3-oxobut-1-enyl)pyrrolidine-1-carboxylate

: 946163-74-2
(2S,4R)-benzyl 4-(benzyloxy)-2((1S,2R)-4-(benzyloxy)-1,2-dihydroxy-3-oxobutyl)pyrrolidine-1-carboxylate

Guidance literature:: With AD-mix-α; methanesulfonamide; sodium hydrogencarbonate; In water; acetone; at 0 - 20 ℃;
DOI:10.1016/j.tet.2007.05.007

Reference yield:

: 946163-71-9
(2S,4R)-benzyl 4-(benzyloxy)-2-vinylpyrrolidine-1-carboxylate

: 946163-74-2
(2S,4R)-benzyl 4-(benzyloxy)-2((1S,2R)-4-(benzyloxy)-1,2-dihydroxy-3-oxobutyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / Hoveyda-Grubbs second generation catalyst / CH₂Cl₂ / 60 h / Heating

2: 27 percent / NaHCO3; methylsulfonamide; AD-mix-α / acetone; H2O / 0 - 20 °C

With AD-mix-α; methanesulfonamide; sodium hydrogencarbonate; Hoveyda-Grubbs catalyst second generation; In dichloromethane; water; acetone;
DOI:10.1016/j.tet.2007.05.007

Reference yield:

: 19810-31-2
Benzyloxyacetyl chloride

: 946163-74-2
(2S,4R)-benzyl 4-(benzyloxy)-2((1S,2R)-4-(benzyloxy)-1,2-dihydroxy-3-oxobutyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / Et₃N / CH₂Cl₂ / 4 h / 0 °C

2: 85 percent / diethyl ether; tetrahydrofuran / 2 h / 0 - 20 °C

3: 76 percent / Hoveyda-Grubbs second generation catalyst / CH₂Cl₂ / 60 h / Heating

4: 27 percent / NaHCO3; methylsulfonamide; AD-mix-α / acetone; H2O / 0 - 20 °C

With AD-mix-α; methanesulfonamide; sodium hydrogencarbonate; triethylamine; Hoveyda-Grubbs catalyst second generation; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone;
DOI:10.1016/j.tet.2007.05.007