(1S,2S,3S)-1-(2-hydroxy-3-nitro-4-phenylbutyl)decyl acetate

Base Information

Chemical Name:(1S,2S,3S)-1-(2-hydroxy-3-nitro-4-phenylbutyl)decyl acetate
CAS No.:888031-75-2
Molecular Formula:C₂₂H₃₅NO₅
Molecular Weight:393.524
Hs Code.:

Synonyms:(1S,2S,3S)-1-(2-hydroxy-3-nitro-4-phenylbutyl)decyl acetate

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Chemical Property of (1S,2S,3S)-1-(2-hydroxy-3-nitro-4-phenylbutyl)decyl acetate

Chemical Property:

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Technology Process of (1S,2S,3S)-1-(2-hydroxy-3-nitro-4-phenylbutyl)decyl acetate

There total 4 articles about (1S,2S,3S)-1-(2-hydroxy-3-nitro-4-phenylbutyl)decyl acetate 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:

: 888031-73-0
(3S)-3-acetoxydodecanal

: 6125-24-2
2-Phenylnitroethane

: (1S,2S,3R)-1-(2-hydroxy-3-nitro-4-phenylbutyl)decyl acetate

: (1R,2S,3R)-1-(2-hydroxy-3-nitro-4-phenylbutyl)decyl acetate

: 888031-75-2
(1S,2S,3S)-1-(2-hydroxy-3-nitro-4-phenylbutyl)decyl acetate

: (1R,2S,3S)-1-(2-hydroxy-3-nitro-4-phenylbutyl)decyl acetate

Guidance literature:: With lanthanum-(R)-(+)-binaphthol; In tetrahydrofuran; at -50 ℃; for 60h; Title compound not separated from byproducts;
DOI:10.1002/ejoc.200500833

Reference yield:

: 888031-74-1
(1S)-allyldecyl acetate

: 888031-75-2
(1S,2S,3S)-1-(2-hydroxy-3-nitro-4-phenylbutyl)decyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / 2,6-lutidine; OsO₄; NaIO₄ / dioxane; H₂O; propan-2-ol / 20 °C

2: La-(R)-BINOL / tetrahydrofuran / 60 h / -50 °C

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; lanthanum-(R)-(+)-binaphthol; In tetrahydrofuran; 1,4-dioxane; water; isopropyl alcohol; 2: Shibasaki's asymmetric nitro-aldol reaction;
DOI:10.1002/ejoc.200500833

Reference yield:

: 112-31-2
caprinaldehyde

: 888031-75-2
(1S,2S,3S)-1-(2-hydroxy-3-nitro-4-phenylbutyl)decyl acetate

Guidance literature:: Multi-step reaction with 4 steps

1: (S)-BINOL; Ti(O-iPr)4 / CH₂Cl₂ / 36 h / -20 °C

2: 92 percent / iodine / 0.17 h / 20 °C

3: 86 percent / 2,6-lutidine; OsO₄; NaIO₄ / dioxane; H₂O; propan-2-ol / 20 °C

4: La-(R)-BINOL / tetrahydrofuran / 60 h / -50 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; sodium periodate; osmium(VIII) oxide; lanthanum-(R)-(+)-binaphthol; iodine; (S)-[1,1']-binaphthalenyl-2,2'-diol; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; isopropyl alcohol; 4: Shibasaki's asymmetric nitro-aldol reaction;
DOI:10.1002/ejoc.200500833