(4S,4aS,6R,7R,7aR)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2,7-trimethyl-6-phenylsulfanyl-tetrahydro-furo[3,2-d][1,3]dioxine

Base Information

Chemical Name:(4S,4aS,6R,7R,7aR)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2,7-trimethyl-6-phenylsulfanyl-tetrahydro-furo[3,2-d][1,3]dioxine
CAS No.:132585-92-3
Molecular Formula:C₂₀H₂₈O₅S
Molecular Weight:380.505
Hs Code.:

Synonyms:(4S,4aS,6R,7R,7aR)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2,7-trimethyl-6-phenylsulfanyl-tetrahydro-furo[3,2-d][1,3]dioxine

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Chemical Property of (4S,4aS,6R,7R,7aR)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2,7-trimethyl-6-phenylsulfanyl-tetrahydro-furo[3,2-d][1,3]dioxine

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Technology Process of (4S,4aS,6R,7R,7aR)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2,7-trimethyl-6-phenylsulfanyl-tetrahydro-furo[3,2-d][1,3]dioxine

There total 1 articles about (4S,4aS,6R,7R,7aR)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2,7-trimethyl-6-phenylsulfanyl-tetrahydro-furo[3,2-d][1,3]dioxine 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: 77.0%

: 22103-05-5
1-(phenylthio)-1-propene

: 23568-31-2
2,3:4,5-di-O-isopropylidene-L-arabinose

: 132585-92-3
(4S,4aS,6R,7R,7aR)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2,7-trimethyl-6-phenylsulfanyl-tetrahydro-furo[3,2-d][1,3]dioxine

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1016/S0040-4039(00)74336-X

Reference yield:

: 132585-92-3
(4S,4aS,6R,7R,7aR)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2,7-trimethyl-6-phenylsulfanyl-tetrahydro-furo[3,2-d][1,3]dioxine

: ((2S,3S,4R,5R)-3-Azido-4-methyl-5-phenylsulfanyl-tetrahydro-furan-2-yl)-methanol

Guidance literature:: Multi-step reaction with 5 steps

1: aq. CF₃COOH

2: NaIO₄ / H₂O

3: NaBH₄

4: 82 percent / Et₃N / DMAP

5: 1) pyridine, 2) sodium azide / 2) DMF, 100 deg C

With pyridine; sodium tetrahydroborate; sodium periodate; sodium azide; triethylamine; trifluoroacetic acid; dmap; In water;
DOI:10.1016/S0040-4039(00)74336-X

Reference yield:

: 132585-92-3
(4S,4aS,6R,7R,7aR)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2,7-trimethyl-6-phenylsulfanyl-tetrahydro-furo[3,2-d][1,3]dioxine

: 134614-71-4
((2S,3S,4R,5R)-3-Azido-4-methyl-5-phenylsulfanyl-tetrahydro-furan-2-ylmethoxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: aq. CF₃COOH

2: NaIO₄ / H₂O

3: NaBH₄

4: 82 percent / Et₃N / DMAP

5: 1) pyridine, 2) sodium azide / 2) DMF, 100 deg C

With pyridine; sodium tetrahydroborate; sodium periodate; sodium azide; triethylamine; trifluoroacetic acid; dmap; In water;
DOI:10.1016/S0040-4039(00)74336-X