(2R,3R,4R,5S,6S)-4-benzyloxy-6,7-O-isopropylidenedioxy-1,5-heptanediol-2,3-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]

Base Information

Chemical Name:(2R,3R,4R,5S,6S)-4-benzyloxy-6,7-O-isopropylidenedioxy-1,5-heptanediol-2,3-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]
CAS No.:219967-34-7
Molecular Formula:C₂₅H₃₈O₉
Molecular Weight:482.571
Hs Code.:

Synonyms:(2R,3R,4R,5S,6S)-4-benzyloxy-6,7-O-isopropylidenedioxy-1,5-heptanediol-2,3-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]

Suppliers and Price of (2R,3R,4R,5S,6S)-4-benzyloxy-6,7-O-isopropylidenedioxy-1,5-heptanediol-2,3-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2R,3R,4R,5S,6S)-4-benzyloxy-6,7-O-isopropylidenedioxy-1,5-heptanediol-2,3-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,3R,4R,5S,6S)-4-benzyloxy-6,7-O-isopropylidenedioxy-1,5-heptanediol-2,3-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]

There total 13 articles about (2R,3R,4R,5S,6S)-4-benzyloxy-6,7-O-isopropylidenedioxy-1,5-heptanediol-2,3-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)] 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: 94.0%

: 219967-30-3
(2S,3R,4R,5R,6R)-3-benzyloxy-6-hydroxy-2-[(4'S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-3,4,5,6-tetrahydro-2H-pyran-4,5-bis[spiro-4''-(2'',2''-dimethyl-1'',3''-dioxolane)]

: 219967-34-7
(2R,3R,4R,5S,6S)-4-benzyloxy-6,7-O-isopropylidenedioxy-1,5-heptanediol-2,3-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran;
DOI:10.1055/s-1998-1988

Reference yield:

: 219967-25-6
(2S,4S,5R,6S)-6-tert-butyldimethylsiloxy-4,5-dihydroxy-4,5-bis(methoxymethyloxymethyl)-2-[(4'S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-3,4,5,6-tetrahydro-2H-pyran-3-one

: 219967-34-7
(2R,3R,4R,5S,6S)-4-benzyloxy-6,7-O-isopropylidenedioxy-1,5-heptanediol-2,3-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]

Guidance literature:: Multi-step reaction with 5 steps

1: 63.9 percent / p-TsOH*H₂O / 5 h / Heating

2: 90.9 percent / NaBH₄ / methanol / 3 h / -78 - 0 °C

3: 93.8 percent / NaH / dimethylformamide / 0.5 h / 0 °C

4: 84.7 percent / TBAF / tetrahydrofuran; hexane / 0.5 h / 0 °C

5: 93.6 percent / LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide;
DOI:10.3987/COM-05-S(T)71

Reference yield:

: 882523-27-5
(2S)-6-hydroxy-2-[(4'S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-4,5-bis(methoxymethyloxymethyl)-6H-pyran-3(2H)-one

: 219967-34-7
(2R,3R,4R,5S,6S)-4-benzyloxy-6,7-O-isopropylidenedioxy-1,5-heptanediol-2,3-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]

Guidance literature:: Multi-step reaction with 7 steps

1.1: Ag₂O / dimethylformamide / 48 h / -30 °C

2.1: OsO₄; pyridine / diethyl ether / 12 h / 20 °C

2.2: 99.2 percent / NaHSO₃ / pyridine; H₂O / 12 h / 20 °C

3.1: 63.9 percent / p-TsOH*H₂O / 5 h / Heating

4.1: 90.9 percent / NaBH₄ / methanol / 3 h / -78 - 0 °C

5.1: 93.8 percent / NaH / dimethylformamide / 0.5 h / 0 °C

6.1: 84.7 percent / TBAF / tetrahydrofuran; hexane / 0.5 h / 0 °C

7.1: 93.6 percent / LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

With pyridine; sodium tetrahydroborate; osmium(VIII) oxide; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; sodium hydride; toluene-4-sulfonic acid; silver(l) oxide; In tetrahydrofuran; methanol; diethyl ether; hexane; N,N-dimethyl-formamide;
DOI:10.3987/COM-05-S(T)71