(3S,4R)-3-[(1S)-1-hydroxyethyl]-4-[(E)-2-phenylethenyl]azetidin-2-one

Base Information

Chemical Name:(3S,4R)-3-[(1S)-1-hydroxyethyl]-4-[(E)-2-phenylethenyl]azetidin-2-one
CAS No.:96790-00-0
Molecular Formula:C₁₃H₁₅NO₂
Molecular Weight:217.268
Hs Code.:
DSSTox Substance ID:DTXSID501153948
Nikkaji Number:J1.219.253C

Synonyms:DTXSID501153948;96790-00-0;(3S,4R)-3-[(1S)-1-Hydroxyethyl]-4-[(1E)-2-phenylethenyl]-2-azetidinone

Suppliers and Price of (3S,4R)-3-[(1S)-1-hydroxyethyl]-4-[(E)-2-phenylethenyl]azetidin-2-one

Supply Marketing:

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

Manufacturers and distributors:

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Chemical Property of (3S,4R)-3-[(1S)-1-hydroxyethyl]-4-[(E)-2-phenylethenyl]azetidin-2-one

Chemical Property:

XLogP3:1.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:217.110278721
Heavy Atom Count:16
Complexity:282

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C1C(NC1=O)C=CC2=CC=CC=C2)O
Isomeric SMILES:C[C@@H]([C@@H]1[C@H](NC1=O)/C=C/C2=CC=CC=C2)O

Technology Process of (3S,4R)-3-[(1S)-1-hydroxyethyl]-4-[(E)-2-phenylethenyl]azetidin-2-one

There total 9 articles about (3S,4R)-3-[(1S)-1-hydroxyethyl]-4-[(E)-2-phenylethenyl]azetidin-2-one 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: 50.0%

: 56816-01-4
ethyl (S)-3-hydroxybutyrate

: 83948-28-1
N-(trimethylsilyl)cinnamaldimine

: 96735-59-0,96789-99-0,96790-00-0,96790-01-1,96790-03-3,96790-04-4,96790-05-5,96790-06-6,105087-57-8,121960-55-2
(S)-3-((S)-1-Hydroxy-ethyl)-4-((E)-styryl)-azetidin-2-one

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃; for 12h; LDA_. 4S/4R ratio 7/3;
DOI:10.1016/S0040-4039(00)61969-X

Reference yield: 49.0%

: 108-05-4,9003-20-7
vinyl acetate

: (1'R*,3R*,4S*)-3-(1'-Hydroxyethyl)-4-(2'-phenylethenyl)-azetidin-2-one

: 96790-00-0
(1'S,3S,4R)-3-(1'-Hydroxyethyl)-4-(2'-phenylethenyl)-azetidin-2-one

: Acetic acid (R)-1-[(3R,4S)-2-oxo-4-((E)-styryl)-azetidin-3-yl]-ethyl ester

Guidance literature:: Lipase Amano PS; at 37 ℃; for 24h; Microbiological reaction;

Reference yield:

: 101905-27-5,101977-81-5,115404-44-9
(1'R*,3R*,4S*)-3-[1'-(tert-Butyldimethylsilyloxy)ethyl]-4-(2'-phenylethenyl)-azetidin-2-one

: 96790-00-0
(1'S,3S,4R)-3-(1'-Hydroxyethyl)-4-(2'-phenylethenyl)-azetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / tetrabutylammonium bromide / tetrahydrofuran / 2 h / 20 °C

2: 49 percent / Lipase Amano PS / 24 h / 37 °C / Microbiological reaction

With tetrabutylammomium bromide; Lipase Amano PS; In tetrahydrofuran; 1: Substitution / 2: Acetylation;