Spiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-[2H]pyran]-4'-ol, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]tetrahydro-6',7-bis[2-[(phenylmeth oxy)methoxy]ethyl]-, (1S,2'S,4'S,5S,6'R,7R)-

Base Information

• Chemical Name: Spiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-[2H]pyran]-4'-ol, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]tetrahydro-6',7-bis[2-[(phenylmeth oxy)methoxy]ethyl]-, (1S,2'S,4'S,5S,6'R,7R)-
• CAS No.: 844475-41-8
• Molecular Formula: C37H56O9Si
• Molecular Weight: 672.932

Synonyms:

Chemical Property of Spiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-[2H]pyran]-4'-ol, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]tetrahydro-6',7-bis[2-[(phenylmeth oxy)methoxy]ethyl]-, (1S,2'S,4'S,5S,6'R,7R)-

Chemical Property:

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Technology Process of Spiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-[2H]pyran]-4'-ol, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]tetrahydro-6',7-bis[2-[(phenylmeth oxy)methoxy]ethyl]-, (1S,2'S,4'S,5S,6'R,7R)-

There total 2 articles about Spiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-[2H]pyran]-4'-ol, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]tetrahydro-6',7-bis[2-[(phenylmeth oxy)methoxy]ethyl]-, (1S,2'S,4'S,5S,6'R,7R)- 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: 90.0%

t-butyldimethylsiyl triflate (69739-34-0) + (1S,3S,4'S,5R,6'R,7R)-6',7-bis{2-[(benzyloxy)methoxy]ethyl}-tetrahydrospiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-pyran]-4',5-diol (844475-38-3) → (1S,3S,4'S,5S,6'R,7R)-6',7-bis{2-[(benzyloxy)methoxy]ethyl}-5-[(tert-butyldimethylsilyl)oxy]-tetrahydrospiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-pyran]-4'-ol (844475-41-8)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at -40 ℃; for 1h;

DOI:10.1002/ejoc.200400514

Reference yield: 60.0%

t-butyldimethylsiyl triflate (69739-34-0) + (1S,3S,4'S,5R,6'R,7R)-6',7-bis{2-[(benzyloxy)methoxy]ethyl}-tetrahydrospiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-pyran]-4',5-diol (844475-38-3) → (1S,3S,4'S,5S,6'R,7R)-6',7-bis{2-[(benzyloxy)methoxy]ethyl}-5-[(tert-butyldimethylsilyl)oxy]-tetrahydrospiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-pyran]-4'-ol (844475-41-8) + (1S,3S,4'S,5S,6'R,7R)-6',7-bis{2-[(benzyloxy)methoxy]ethyl}-4',5-bis[(tert-butyldimethylsilyl)oxy]-tetrahydrospiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-pyran]

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at -30 ℃; for 0.75h;

DOI:10.1002/ejoc.200400514

Reference yield: 91.0%

acetic anhydride (108-24-7) + (1S,3S,4'S,5S,6'R,7R)-6',7-bis{2-[(benzyloxy)methoxy]ethyl}-5-[(tert-butyldimethylsilyl)oxy]-tetrahydrospiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-pyran]-4'-ol (844475-41-8) → (1S,3S,4'S,5S,6'R,7R)-6',7-bis{2-[(benzyloxy)methoxy]ethyl}-5-[(tert-butyldimethylsilyl)oxy]-tetrahydrospiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-pyran]-4'-yl acetate (844475-43-0)

Guidance literature:

With dmap; In pyridine; at 0 ℃; for 0.75h;

DOI:10.1002/ejoc.200400514

upstream raw materials:

t-butyldimethylsiyl triflate

(1S,3S,4'S,5R,6'R,7R)-6',7-bis{2-[(benzyloxy)methoxy]ethyl}-tetrahydrospiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-pyran]-4',5-diol

Downstream raw materials:

(1S,3S,4'S,5S,6'R,7R)-6',7-bis{2-[(benzyloxy)methoxy]ethyl}-5-[(tert-butyldimethylsilyl)oxy]-tetrahydrospiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-pyran]-4'-yl acetate

(1S,3S,4'S,5S,6'R,7R)-6',7-bis{2-[(benzyloxy)methoxy]ethyl}-5-hydroxytetrahydrospiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-pyran]-4'-yl acetate

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