(1S,2S,3S,6S,7S,7aS)-6,7-di-tert-butoxy-3-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-1-(pivaloyloxymethyl)-pyrrolizidine

Base Information

• Chemical Name: (1S,2S,3S,6S,7S,7aS)-6,7-di-tert-butoxy-3-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-1-(pivaloyloxymethyl)-pyrrolizidine
• CAS No.: 1122458-02-9
• Molecular Formula: C₃₈H₅₉NO₆Si
• Molecular Weight: 653.975

Synonyms:(1S,2S,3S,6S,7S,7aS)-6,7-di-tert-butoxy-3-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-1-(pivaloyloxymethyl)-pyrrolizidine

Chemical Property of (1S,2S,3S,6S,7S,7aS)-6,7-di-tert-butoxy-3-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-1-(pivaloyloxymethyl)-pyrrolizidine

Chemical Property:

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Technology Process of (1S,2S,3S,6S,7S,7aS)-6,7-di-tert-butoxy-3-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-1-(pivaloyloxymethyl)-pyrrolizidine

There total 1 articles about (1S,2S,3S,6S,7S,7aS)-6,7-di-tert-butoxy-3-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-1-(pivaloyloxymethyl)-pyrrolizidine 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: 75.0%

C39H61NO9SSi (1122458-48-3) → (1S,2S,3S,6S,7S,7aS)-6,7-di-tert-butoxy-3-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-1-(pivaloyloxymethyl)-pyrrolizidine (1122458-02-9)

Guidance literature:

With 10% Pd/C; hydrogen; In methanol; ethyl acetate; at 20 ℃;

DOI:10.1016/j.carres.2008.10.016

Reference yield: 97.0%

2-benzyloxy-1-methylpyridinium triflate (882980-43-0) + (1S,2S,3S,6S,7S,7aS)-6,7-di-tert-butoxy-3-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-1-(pivaloyloxymethyl)-pyrrolizidine (1122458-02-9) → (1S,2S,3S,6S,7S,7aS)-2-benzyloxy-6,7-di-tert-butoxy-3-(tert-butyldiphenylsilyloxymethyl)-1-(pivaloyloxymethyl)-pyrrolizidine (1122458-04-1)

Guidance literature:

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

DOI:10.1016/j.carres.2008.10.016

Reference yield: 60.0%

(1S,2S,3S,6S,7S,7aS)-6,7-di-tert-butoxy-3-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-1-(pivaloyloxymethyl)-pyrrolizidine (1122458-02-9) + pivaloyl chloride (3282-30-2) → (1S,2S,3S,6S,7S,7aS)-6,7-di-tert-butoxy-3-(tert-butyldiphenylsilyloxymethyl)-2-(pivaloyloxy)-1-(pivaloyloxymethyl)-pyrrolizidine (1122458-10-9)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃;

DOI:10.1016/j.carres.2008.10.016

upstream raw materials:

C₃₉H₆₁NO₉SSi

Downstream raw materials:

(1S,2S,3S,6S,7S,7aS)-2-benzyloxy-6,7-di-tert-butoxy-3-(tert-butyldiphenylsilyloxymethyl)-1-(pivaloyloxymethyl)-pyrrolizidine

(1S,2S,3S,6S,7S,7aS)-6,7-di-tert-butoxy-3-(tert-butyldiphenylsilyloxymethyl)-2-(pivaloyloxy)-1-(pivaloyloxymethyl)-pyrrolizidine

(1S,2S,3S,6S,7S,7aS)-6,7-di-tert-butoxy-2-(tert-butyldiphenylsilyloxy)-3-(tert-butyldiphenylsilyloxymethyl)-1-(pivaloyloxymethyl)-pyrrolizidine

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