(3S,4R,4aR,5R,6S)-4,5,6-tris(benzyloxy)-3-[(1S)-1-(benzyloxy)-2-triphenylmethyloxyethyl]-hexahydropyrrolo[1,2-c][1,3]oxazin-1-one

Base Information

• Chemical Name: (3S,4R,4aR,5R,6S)-4,5,6-tris(benzyloxy)-3-[(1S)-1-(benzyloxy)-2-triphenylmethyloxyethyl]-hexahydropyrrolo[1,2-c][1,3]oxazin-1-one
• CAS No.: 1037059-05-4
• Molecular Formula: C₅₆H₅₃NO₇
• Molecular Weight: 852.039

Synonyms:(3S,4R,4aR,5R,6S)-4,5,6-tris(benzyloxy)-3-[(1S)-1-(benzyloxy)-2-triphenylmethyloxyethyl]-hexahydropyrrolo[1,2-c][1,3]oxazin-1-one

Chemical Property of (3S,4R,4aR,5R,6S)-4,5,6-tris(benzyloxy)-3-[(1S)-1-(benzyloxy)-2-triphenylmethyloxyethyl]-hexahydropyrrolo[1,2-c][1,3]oxazin-1-one

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Technology Process of (3S,4R,4aR,5R,6S)-4,5,6-tris(benzyloxy)-3-[(1S)-1-(benzyloxy)-2-triphenylmethyloxyethyl]-hexahydropyrrolo[1,2-c][1,3]oxazin-1-one

There total 1 articles about (3S,4R,4aR,5R,6S)-4,5,6-tris(benzyloxy)-3-[(1S)-1-(benzyloxy)-2-triphenylmethyloxyethyl]-hexahydropyrrolo[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: 67.0%

(3S,4R,4aR,5R,6S)-4-benzyloxy-3-[(1S)-1-(benzyloxy)-2-triphenylmethyloxyethyl]-5,6-dihydroxy-hexahydropyrrolo[1,2-c][1,3]oxazin-1-one (1037059-03-2) + benzyl bromide (100-39-0) → (3S,4R,4aR,5R,6S)-4,5,6-tris(benzyloxy)-3-[(1S)-1-(benzyloxy)-2-triphenylmethyloxyethyl]-hexahydropyrrolo[1,2-c][1,3]oxazin-1-one (1037059-05-4)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 50 ℃; for 18h;

DOI:10.1016/j.tet.2008.02.110

Reference yield: 61.0%

(3S,4R,4aR,5R,6S)-4,5,6-tris(benzyloxy)-3-[(1S)-1-(benzyloxy)-2-triphenylmethyloxyethyl]-hexahydropyrrolo[1,2-c][1,3]oxazin-1-one (1037059-05-4) → (3S,4R,4aR,5R,6S)-4,5,6-tris(benzyloxy)-3-[(1S)-1-(benzyloxy)-2-hydroxyethyl]-hexahydropyrrolo[1,2-c][1,3]oxazin-1-one (1037059-07-6)

Guidance literature:

With methoxybenzene; trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/j.tet.2008.02.110

upstream raw materials:

(3S,4R,4aR,5R,6S)-4-benzyloxy-3-[(1S)-1-(benzyloxy)-2-triphenylmethyloxyethyl]-5,6-dihydroxy-hexahydropyrrolo[1,2-c][1,3]oxazin-1-one

benzyl bromide

Downstream raw materials:

(3S,4R,4aR,5R,6S)-4,5,6-tris(benzyloxy)-3-[(1S)-1-(benzyloxy)-2-hydroxyethyl]-hexahydropyrrolo[1,2-c][1,3]oxazin-1-one

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