(7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)methyl ((1R,4s)-4-((S,Z)-4-hydroxypent-2-enamido)cyclohexyl)methyl carbonate

Base Information

• Chemical Name: (7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)methyl ((1R,4s)-4-((S,Z)-4-hydroxypent-2-enamido)cyclohexyl)methyl carbonate
• CAS No.: 1069120-36-0
• Molecular Formula: C₂₂H₃₅NO₇
• Molecular Weight: 425.522

Synonyms:(7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)methyl ((1R,4s)-4-((S,Z)-4-hydroxypent-2-enamido)cyclohexyl)methyl carbonate

Chemical Property of (7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)methyl ((1R,4s)-4-((S,Z)-4-hydroxypent-2-enamido)cyclohexyl)methyl carbonate

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Technology Process of (7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)methyl ((1R,4s)-4-((S,Z)-4-hydroxypent-2-enamido)cyclohexyl)methyl carbonate

There total 1 articles about (7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)methyl ((1R,4s)-4-((S,Z)-4-hydroxypent-2-enamido)cyclohexyl)methyl carbonate 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: 95.0%

((1R,4s)-4-((S,Z)-4-(tert-butyldimethylsilyloxy)pent-2-enamido)cyclohexyl)methyl (7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)methyl carbonate (1069120-35-9) → (7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)methyl ((1R,4s)-4-((S,Z)-4-hydroxypent-2-enamido)cyclohexyl)methyl carbonate (1069120-36-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm8006195

Reference yield: 78.0%

(7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)methyl ((1R,4s)-4-((S,Z)-4-hydroxypent-2-enamido)cyclohexyl)methyl carbonate (1069120-36-0) + acetic anhydride (108-24-7) → (2S,Z)-5-((1s,4R)-4-((((7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)methoxy)carbonyloxy)methyl)cyclohexylamino)-5-oxopent-3-en-2-yl acetate (1069120-15-5)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 ℃; Inert atmosphere;

DOI:10.1021/jm8006195

upstream raw materials:

((1R,4s)-4-((S,Z)-4-(tert-butyldimethylsilyloxy)pent-2-enamido)cyclohexyl)methyl (7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)methyl carbonate

Downstream raw materials:

(2S,Z)-5-((1s,4R)-4-((((7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl)methoxy)carbonyloxy)methyl)cyclohexylamino)-5-oxopent-3-en-2-yl acetate

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