(3S,4R,4aR)-3-[(1S)-1-(benzyloxy)-2-triphenylmethyloxyethyl]-4-(benzyloxy)-3,4,4a,7-tetrahydropyrrolo[1,2-c][1,3]oxazin-1-one

Base Information

Chemical Name:(3S,4R,4aR)-3-[(1S)-1-(benzyloxy)-2-triphenylmethyloxyethyl]-4-(benzyloxy)-3,4,4a,7-tetrahydropyrrolo[1,2-c][1,3]oxazin-1-one
CAS No.:1018472-17-7
Molecular Formula:C₄₂H₃₉NO₅
Molecular Weight:637.775
Hs Code.:

Synonyms:(3S,4R,4aR)-3-[(1S)-1-(benzyloxy)-2-triphenylmethyloxyethyl]-4-(benzyloxy)-3,4,4a,7-tetrahydropyrrolo[1,2-c][1,3]oxazin-1-one

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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 (3S,4R,4aR)-3-[(1S)-1-(benzyloxy)-2-triphenylmethyloxyethyl]-4-(benzyloxy)-3,4,4a,7-tetrahydropyrrolo[1,2-c][1,3]oxazin-1-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (3S,4R,4aR)-3-[(1S)-1-(benzyloxy)-2-triphenylmethyloxyethyl]-4-(benzyloxy)-3,4,4a,7-tetrahydropyrrolo[1,2-c][1,3]oxazin-1-one

There total 2 articles about (3S,4R,4aR)-3-[(1S)-1-(benzyloxy)-2-triphenylmethyloxyethyl]-4-(benzyloxy)-3,4,4a,7-tetrahydropyrrolo[1,2-c][1,3]oxazin-1-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: 68.0%

: 1018472-09-7
(4R,5R)-3-allyl-5-((1R,2S)-1,2-dihydroxy-3-triphenylmethyloxypropyl)-4-((E)-2-phenylvinyl)-1,3-oxazolidin-2-one

: 100-39-0
benzyl bromide

: 1018472-15-5
(1R,7aR)-1-[(1S,2S)-1,2-bis(benzyloxy)-3-triphenylmethyloxypropyl]-5,7a-dihydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-one

: 1018472-17-7
(3S,4R,4aR)-3-[(1S)-1-(benzyloxy)-2-triphenylmethyloxyethyl]-4-(benzyloxy)-3,4,4a,7-tetrahydropyrrolo[1,2-c][1,3]oxazin-1-one

Guidance literature:: (4R,5R)-3-allyl-5-((1R,2S)-1,2-dihydroxy-3-triphenylmethyloxypropyl)-4-((E)-2-phenylvinyl)-1,3-oxazolidin-2-one; benzyl bromide; With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 24 ℃; for 24h;

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 48h; Further stages.; Heating;
DOI:10.1016/j.tet.2008.01.073

Reference yield: 39.0%

: 1037058-96-0
(6E)-5-{allyl[(2,2,2-trichloroethoxy)carbonyl]amino}-1-O-(triphenylmethyl)-5,6,7-trideoxy-7-phenyl-D-gluco-hept-6-enitol

: 100-39-0
benzyl bromide

: 1018472-15-5
(1R,7aR)-1-[(1S,2S)-1,2-bis(benzyloxy)-3-triphenylmethyloxypropyl]-5,7a-dihydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-one

: 1018472-17-7
(3S,4R,4aR)-3-[(1S)-1-(benzyloxy)-2-triphenylmethyloxyethyl]-4-(benzyloxy)-3,4,4a,7-tetrahydropyrrolo[1,2-c][1,3]oxazin-1-one

: C₅₉H₅₆Cl₃NO₆

Guidance literature:: (6E)-5-{allyl[(2,2,2-trichloroethoxy)carbonyl]amino}-1-O-(triphenylmethyl)-5,6,7-trideoxy-7-phenyl-D-gluco-hept-6-enitol; benzyl bromide; With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 24h; Further stages.; Heating;
DOI:10.1016/j.tet.2008.02.110