Spiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-[2H]pyran]-4',5-diol, tetrahydro-6',7-bis[2-[(phenylmethoxy)methoxy]ethyl]-, 4'-acetate, (1S,2'S,4'S,5R,6'R,7R)-

Base Information

Chemical Name:Spiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-[2H]pyran]-4',5-diol, tetrahydro-6',7-bis[2-[(phenylmethoxy)methoxy]ethyl]-, 4'-acetate, (1S,2'S,4'S,5R,6'R,7R)-
CAS No.:844475-45-2
Molecular Formula:C₃₃H₄₄O₁₀
Molecular Weight:600.706
Hs Code.:

Spiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-[2H]pyran]-4',5-diol,
tetrahydro-6',7-bis[2-[(phenylmethoxy)methoxy]ethyl]-, 4'-acetate,
(1S,2'S,4'S,5R,6'R,7R)-

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Spiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-[2H]pyran]-4',5-diol, tetrahydro-6',7-bis[2-[(phenylmethoxy)methoxy]ethyl]-, 4'-acetate, (1S,2'S,4'S,5R,6'R,7R)-

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Technology Process of Spiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-[2H]pyran]-4',5-diol, tetrahydro-6',7-bis[2-[(phenylmethoxy)methoxy]ethyl]-, 4'-acetate, (1S,2'S,4'S,5R,6'R,7R)-

There total 3 articles about Spiro[2,6-dioxabicyclo[3.3.1]nonane-3,2'-[2H]pyran]-4',5-diol, tetrahydro-6',7-bis[2-[(phenylmethoxy)methoxy]ethyl]-, 4'-acetate, (1S,2'S,4'S,5R,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:

: 844475-43-0
(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

: 844475-45-2
(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

Guidance literature:: With hydrogen fluoride; In acetonitrile; at -40 ℃; for 0.5h;
DOI:10.1002/ejoc.200400514

Reference yield:

: 844475-38-3
(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

: 844475-45-2
(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

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -40 °C

2: 91 percent / DMAP / pyridine / 0.75 h / 0 °C

3: aq. HF / acetonitrile / 0.5 h / -40 °C

With 2,6-dimethylpyridine; dmap; hydrogen fluoride; In pyridine; dichloromethane; acetonitrile;
DOI:10.1002/ejoc.200400514

Reference yield:

: 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'-ol

: 844475-45-2
(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

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / DMAP / pyridine / 0.75 h / 0 °C

2: aq. HF / acetonitrile / 0.5 h / -40 °C

With dmap; hydrogen fluoride; In pyridine; acetonitrile;
DOI:10.1002/ejoc.200400514