(5R,1'S,2'R)-5-(1'-hydroxy-2',3'-isopropylidenedioxypropyl)-1,3-dibenzylhydantoin

Base Information

Chemical Name:(5R,1'S,2'R)-5-(1'-hydroxy-2',3'-isopropylidenedioxypropyl)-1,3-dibenzylhydantoin
CAS No.:691849-45-3
Molecular Formula:C₂₃H₂₆N₂O₅
Molecular Weight:410.47
Hs Code.:

Synonyms:(5R,1'S,2'R)-5-(1'-hydroxy-2',3'-isopropylidenedioxypropyl)-1,3-dibenzylhydantoin

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (5R,1'S,2'R)-5-(1'-hydroxy-2',3'-isopropylidenedioxypropyl)-1,3-dibenzylhydantoin

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Technology Process of (5R,1'S,2'R)-5-(1'-hydroxy-2',3'-isopropylidenedioxypropyl)-1,3-dibenzylhydantoin

There total 2 articles about (5R,1'S,2'R)-5-(1'-hydroxy-2',3'-isopropylidenedioxypropyl)-1,3-dibenzylhydantoin 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: 45.0%

: 15186-48-8
2,3-isopropylidene-glyceraldehyde

: 16935-43-6
1,3-dibenzylimidazolidine-2,4-dione

: 691849-45-3
(5R,1'S,2'R)-5-(1'-hydroxy-2',3'-isopropylidenedioxypropyl)-1,3-dibenzylhydantoin

: (5S,1'S,2'R)-5-(1'-hydroxy-2',3'-isopropylidenedioxypropyl)-1,3-dibenzylhydantoin

Guidance literature:: 1,3-dibenzylimidazolidine-2,4-dione; With lithium hexamethyldisilazane; In tetrahydrofuran; at -80 ℃; for 0.5h; Inert atmosphere;

2,3-isopropylidene-glyceraldehyde; In tetrahydrofuran; at -80 ℃; for 3h; Inert atmosphere;

With water; In tetrahydrofuran; at -80 ℃; optical yield given as %de; diastereoselective reaction;
DOI:10.1016/j.tet.2008.09.080

Reference yield:

: 100-39-0
benzyl bromide

: 691849-45-3
(5R,1'S,2'R)-5-(1'-hydroxy-2',3'-isopropylidenedioxypropyl)-1,3-dibenzylhydantoin

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / K₂CO₃ / dimethylformamide

2: LiHMDS / tetrahydrofuran / -80 °C

With potassium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2003.11.077

Reference yield: 96.0%

: 691849-45-3
(5R,1'S,2'R)-5-(1'-hydroxy-2',3'-isopropylidenedioxypropyl)-1,3-dibenzylhydantoin

: 1100861-07-1
(5R)-1,3-dibenzyl-4-hydroxy-5-((1'S,2'R)-2',3'-isorpopylidenedioxypropyl)imidazolidin-2-one

Guidance literature:: (5R,1'S,2'R)-5-(1'-hydroxy-2',3'-isopropylidenedioxypropyl)-1,3-dibenzylhydantoin; With lithium borohydride; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

With water; In tetrahydrofuran;
DOI:10.1016/j.tet.2008.09.080