(3R)-1-tert-butyldiphenylsiloxy-3-[(1S,3S,4R)-1-hydroxy-3,4-isopropylidenedioxy-2-oxopentyl]cyclohexane

Base Information

• Chemical Name: (3R)-1-tert-butyldiphenylsiloxy-3-[(1S,3S,4R)-1-hydroxy-3,4-isopropylidenedioxy-2-oxopentyl]cyclohexane
• CAS No.: 1046466-25-4
• Molecular Formula: C₃₀H₄₂O₅Si
• Molecular Weight: 510.746

Synonyms:(3R)-1-tert-butyldiphenylsiloxy-3-[(1S,3S,4R)-1-hydroxy-3,4-isopropylidenedioxy-2-oxopentyl]cyclohexane

Chemical Property of (3R)-1-tert-butyldiphenylsiloxy-3-[(1S,3S,4R)-1-hydroxy-3,4-isopropylidenedioxy-2-oxopentyl]cyclohexane

Chemical Property:

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Technology Process of (3R)-1-tert-butyldiphenylsiloxy-3-[(1S,3S,4R)-1-hydroxy-3,4-isopropylidenedioxy-2-oxopentyl]cyclohexane

There total 1 articles about (3R)-1-tert-butyldiphenylsiloxy-3-[(1S,3S,4R)-1-hydroxy-3,4-isopropylidenedioxy-2-oxopentyl]cyclohexane 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: 44.0%

(3R)-1-tert-butyldiphenylsiloxy-3-[(3S,4R)-3,4-isopropylidenedioxy-2-oxopentyl]cyclohexane (1046466-23-2) → (3R)-1-tert-butyldiphenylsiloxy-3-[(1S,3S,4R)-1-hydroxy-3,4-isopropylidenedioxy-2-oxopentyl]cyclohexane (1046466-25-4) + (3R)-1-tert-butyldiphenylsiloxy-3-[(1R,3S,4R)-1-hydroxy-3,4-isopropylidenedioxy-2-oxopentyl]cyclohexane

Guidance literature:

(3R)-1-tert-butyldiphenylsiloxy-3-[(3S,4R)-3,4-isopropylidenedioxy-2-oxopentyl]cyclohexane; With trimethylsilyl iodide; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; at 0 ℃; for 1.5h;

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 3.5h;

With triethylamine hydrofluoride; In dichloromethane; for 1h; Further stages.;

DOI:10.1016/j.tet.2008.05.080

Reference yield: 93.0%

(3R)-1-tert-butyldiphenylsiloxy-3-[(1S,3S,4R)-1-hydroxy-3,4-isopropylidenedioxy-2-oxopentyl]cyclohexane (1046466-25-4) + trimethoxonium tetrafluoroborate (420-37-1) → (3R)-1-tert-butyldiphenylsiloxy-3-[(1S,3S,4R)-1-methoxy-3,4-isopropylidenedioxy-2-oxopentyl]cyclohexane (1046466-37-8)

Guidance literature:

In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1016/j.tet.2008.05.080

Reference yield:

(3R)-1-tert-butyldiphenylsiloxy-3-[(1S,3S,4R)-1-hydroxy-3,4-isopropylidenedioxy-2-oxopentyl]cyclohexane (1046466-25-4) + (S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride (39637-99-5,20445-33-4) → C40H49F3O7Si (1046466-46-9)

Guidance literature:

With pyridine; dmap; In tetrachloromethane; at 20 ℃; for 15h;

DOI:10.1016/j.tet.2008.05.080

upstream raw materials:

(3R)-1-tert-butyldiphenylsiloxy-3-[(3S,4R)-3,4-isopropylidenedioxy-2-oxopentyl]cyclohexane

Downstream raw materials:

C₄₀H₄₉F₃O₇Si

C₄₀H₄₉F₃O₇Si

(3R)-1-tert-butyldiphenylsiloxy-3-[(1S,3S,4R)-1-methoxy-3,4-isopropylidenedioxy-2-oxopentyl]cyclohexane

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