(4R,5R)-5-((S)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolane-4-carbonitrile

Base Information

Chemical Name:(4R,5R)-5-((S)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolane-4-carbonitrile
CAS No.:524929-34-8
Molecular Formula:C₁₅H₁₉NO₃
Molecular Weight:261.321
Hs Code.:

Synonyms:(4R,5R)-5-((S)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolane-4-carbonitrile

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Chemical Property of (4R,5R)-5-((S)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolane-4-carbonitrile

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Technology Process of (4R,5R)-5-((S)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolane-4-carbonitrile

There total 6 articles about (4R,5R)-5-((S)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolane-4-carbonitrile 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%

: 77-76-9
2,2-dimethoxy-propane

: 524929-38-2
(2R,3S,4S)-4-Benzyloxy-2,3-dihydroxy-pentanenitrile

: 524929-34-8
(4R,5R)-5-((S)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolane-4-carbonitrile

Guidance literature:: With 8-aminopyrene-1,3,6-trisulfonic acid, trisodium salt; In benzene; at 80 ℃; for 3h;
DOI:10.1055/s-2003-36777

Reference yield:

: 100-51-6,185532-71-2
benzyl alcohol

: 524929-34-8
(4R,5R)-5-((S)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolane-4-carbonitrile

Guidance literature:: Multi-step reaction with 7 steps

1: 67 percent / LiClP₄ / 30 h / 60 °C

2: 82 percent / i-Pr₂EtN / 12 h / 20 °C

3: 82 percent / DIBAL-H / toluene / 12 h / -30 - 20 °C

4: 90 percent / (COCl)2; DMSO; Et₃N

5: MgBr₂*OEt₂ / CH₂Cl₂ / 18 h / 0 - 20 °C

6: HCl / methanol / 12 h / 20 °C

7: 77 percent / APTS / benzene / 3 h / 80 °C

With hydrogenchloride; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; 8-aminopyrene-1,3,6-trisulfonic acid, trisodium salt; magnesium bromide; In methanol; dichloromethane; toluene; benzene; 4: Swern oxidation;
DOI:10.1055/s-2003-36777

Reference yield:

: 524929-37-1
(2R,3S)-3-Benzyloxy-2-methoxymethoxy-butyraldehyde

: 524929-34-8
(4R,5R)-5-((S)-1-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolane-4-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: MgBr₂*OEt₂ / CH₂Cl₂ / 18 h / 0 - 20 °C

2: HCl / methanol / 12 h / 20 °C

3: 77 percent / APTS / benzene / 3 h / 80 °C

With hydrogenchloride; 8-aminopyrene-1,3,6-trisulfonic acid, trisodium salt; magnesium bromide; In methanol; dichloromethane; benzene;
DOI:10.1055/s-2003-36777