(2S,3S,3aS,4S,5S)-4,5-di-tert-butoxy-2-((R)-2'-tert-butyldiphenylsilyloxy-1'-hydroxyethyl)-3-pivaloyloxymethyl-hexahydropyrrolo[1,2-b]isoxazol

Base Information

• Chemical Name: (2S,3S,3aS,4S,5S)-4,5-di-tert-butoxy-2-((R)-2'-tert-butyldiphenylsilyloxy-1'-hydroxyethyl)-3-pivaloyloxymethyl-hexahydropyrrolo[1,2-b]isoxazol
• CAS No.: 1062606-64-7
• Molecular Formula: C₃₈H₅₉NO₇Si
• Molecular Weight: 669.974

Synonyms:(2S,3S,3aS,4S,5S)-4,5-di-tert-butoxy-2-((R)-2'-tert-butyldiphenylsilyloxy-1'-hydroxyethyl)-3-pivaloyloxymethyl-hexahydropyrrolo[1,2-b]isoxazol

Chemical Property of (2S,3S,3aS,4S,5S)-4,5-di-tert-butoxy-2-((R)-2'-tert-butyldiphenylsilyloxy-1'-hydroxyethyl)-3-pivaloyloxymethyl-hexahydropyrrolo[1,2-b]isoxazol

Chemical Property:

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Technology Process of (2S,3S,3aS,4S,5S)-4,5-di-tert-butoxy-2-((R)-2'-tert-butyldiphenylsilyloxy-1'-hydroxyethyl)-3-pivaloyloxymethyl-hexahydropyrrolo[1,2-b]isoxazol

There total 1 articles about (2S,3S,3aS,4S,5S)-4,5-di-tert-butoxy-2-((R)-2'-tert-butyldiphenylsilyloxy-1'-hydroxyethyl)-3-pivaloyloxymethyl-hexahydropyrrolo[1,2-b]isoxazol 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: 80.0%

(R)-2-(tert-butyldiphenylsilyloxy)-1-((2S,3S,3aS,4S,5S)-4,5-di-tert-butoxy-3-(hydroxymethyl)hexahydropyrrolo[1,2-b]-isoxazol-2-yl)ethanol (1062606-61-4) + pivaloyl chloride (3282-30-2) → (2S,3S,3aS,4S,5S)-4,5-di-tert-butoxy-2-((R)-2'-tert-butyldiphenylsilyloxy-1'-hydroxyethyl)-3-pivaloyloxymethyl-hexahydropyrrolo[1,2-b]isoxazol (1062606-64-7)

Guidance literature:

With dmap; In dichloromethane; at -15 - 20 ℃;

DOI:10.1016/j.carres.2008.04.029

Reference yield: 95.0%

2-benzyloxy-1-methylpyridinium triflate (882980-43-0) + (2S,3S,3aS,4S,5S)-4,5-di-tert-butoxy-2-((R)-2'-tert-butyldiphenylsilyloxy-1'-hydroxyethyl)-3-pivaloyloxymethyl-hexahydropyrrolo[1,2-b]isoxazol (1062606-64-7) → (2S,3S,3aS,4S,5S)-4,5-di-tert-butoxy-2-((R)-1'-benzyloxy-2'-tert-butyldiphenylsilyloxyethyl)-3-(pivaloyloxymethyl)-hexahydropyrrolo[1,2-b]isoxazole (1122458-12-1)

Guidance literature:

With magnesium oxide; In benzene; Reflux; Inert atmosphere;

DOI:10.1016/j.carres.2008.10.016

Reference yield: 89.0%

(2S,3S,3aS,4S,5S)-4,5-di-tert-butoxy-2-((R)-2'-tert-butyldiphenylsilyloxy-1'-hydroxyethyl)-3-pivaloyloxymethyl-hexahydropyrrolo[1,2-b]isoxazol (1062606-64-7) + methanesulfonyl chloride (124-63-0) → C39H61NO9SSi (1122458-48-3)

Guidance literature:

With triethylamine; In dichloromethane; at -15 - 20 ℃;

DOI:10.1016/j.carres.2008.10.016

upstream raw materials:

(R)-2-(tert-butyldiphenylsilyloxy)-1-((2S,3S,3aS,4S,5S)-4,5-di-tert-butoxy-3-(hydroxymethyl)hexahydropyrrolo[1,2-b]-isoxazol-2-yl)ethanol

pivaloyl chloride

Downstream raw materials:

(2S,3S,3aS,4S,5S)-4,5-di-tert-butoxy-2-((R)-1'-benzyloxy-2'-tert-butyldiphenylsilyloxyethyl)-3-(pivaloyloxymethyl)-hexahydropyrrolo[1,2-b]isoxazole

C₃₉H₆₁NO₉SSi

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