3-O-benzyl-4-O-tert-butyldimethylsilyl-5-deoxy-5-fluoro-1,2-O-isopropylidene-α-L-sorbopyranose

Base Information

Chemical Name:3-O-benzyl-4-O-tert-butyldimethylsilyl-5-deoxy-5-fluoro-1,2-O-isopropylidene-α-L-sorbopyranose
CAS No.:141564-90-1
Molecular Formula:C₂₂H₃₅FO₅Si
Molecular Weight:426.601
Hs Code.:

Synonyms:3-O-benzyl-4-O-tert-butyldimethylsilyl-5-deoxy-5-fluoro-1,2-O-isopropylidene-α-L-sorbopyranose

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Chemical Property of 3-O-benzyl-4-O-tert-butyldimethylsilyl-5-deoxy-5-fluoro-1,2-O-isopropylidene-α-L-sorbopyranose

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Technology Process of 3-O-benzyl-4-O-tert-butyldimethylsilyl-5-deoxy-5-fluoro-1,2-O-isopropylidene-α-L-sorbopyranose

There total 5 articles about 3-O-benzyl-4-O-tert-butyldimethylsilyl-5-deoxy-5-fluoro-1,2-O-isopropylidene-α-L-sorbopyranose 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: 62.0%

: 141564-89-8
(5S,8R,9R,10S)-10-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-1,3,6-trioxa-spiro[4.5]decan-8-ol

: 141564-90-1
3-O-benzyl-4-O-tert-butyldimethylsilyl-5-deoxy-5-fluoro-1,2-O-isopropylidene-α-L-sorbopyranose

Guidance literature:: With pyridine; diethylamino-sulfur trifluoride; In benzene; at 60 ℃; for 5h;

Reference yield:

: 25018-67-1
1,2;4,5-di-O-isopropylidene-β-D-(-)-fructopyranose

: 141564-90-1
3-O-benzyl-4-O-tert-butyldimethylsilyl-5-deoxy-5-fluoro-1,2-O-isopropylidene-α-L-sorbopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: NaH / dimethylformamide / 1 h / Ambient temperature

2: 80percent aq. HOAc / H₂O / 15 h / Ambient temperature

3: 59 percent / pyridine / 15 h / 80 °C

4: 62 percent / diethylaminosulfur trifluoride (DAST), pyridine / benzene / 5 h / 60 °C

With pyridine; diethylamino-sulfur trifluoride; sodium hydride; acetic acid; In water; N,N-dimethyl-formamide; benzene;

Reference yield:

: 100-39-0
benzyl bromide

: 141564-90-1
3-O-benzyl-4-O-tert-butyldimethylsilyl-5-deoxy-5-fluoro-1,2-O-isopropylidene-α-L-sorbopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: NaH / dimethylformamide / 1 h / Ambient temperature

2: 80percent aq. HOAc / H₂O / 15 h / Ambient temperature

3: 59 percent / pyridine / 15 h / 80 °C

4: 62 percent / diethylaminosulfur trifluoride (DAST), pyridine / benzene / 5 h / 60 °C

With pyridine; diethylamino-sulfur trifluoride; sodium hydride; acetic acid; In water; N,N-dimethyl-formamide; benzene;