(1'S,3S,4R)-3-(1'-<(tert-butyldimethylsilyl)oxy>ethyl)-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone

Base Information

• Chemical Name: (1'S,3S,4R)-3-(1'-<(tert-butyldimethylsilyl)oxy>ethyl)-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone
• CAS No.: 101977-84-8
• Molecular Formula: C₂₆H₃₅NO₃Si
• Molecular Weight: 437.654
• Mol file: 101977-84-8.mol

Synonyms:(1'S,3S,4R)-3-(1'-<(tert-butyldimethylsilyl)oxy>ethyl)-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone

Chemical Property of (1'S,3S,4R)-3-(1'-<(tert-butyldimethylsilyl)oxy>ethyl)-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1'S,3S,4R)-3-(1'-<(tert-butyldimethylsilyl)oxy>ethyl)-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone

There total 11 articles about (1'S,3S,4R)-3-(1'-<(tert-butyldimethylsilyl)oxy>ethyl)-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone 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: 72.0%

(3S,4R)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one (100009-52-7,100296-95-5,100296-96-6,101977-76-8,101977-77-9,101977-78-0,101977-79-1,102046-03-7,115184-76-4,115184-77-5,115184-78-6) + tert-butyldimethylsilyl chloride (18162-48-6) → (3R,4S(E))-3-(1(S)-(((1,1-dimethylethyl)dimethylsilyl)oxy)ethyl)-1-(4-methoxyphenyl)-4-(2-phenylethenyl)-2-azetidinone (102129-92-0) + (1'S,3S,4R)-3-(1'-<(tert-butyldimethylsilyl)oxy>ethyl)-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone (101977-84-8)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; for 24h; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/0040-4020(89)80126-7

Reference yield: 52.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (R)-3-((R)-1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one → (1'R*,3R*,4S*)-3-[1'-(tert-Butyldimethylsilyloxy)ethyl]-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)azetidin-2-one (106399-98-8) + (1'R*,3R*,4R*)-3-[1'-(tert-Butyldimethylsilyloxy)ethyl]-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)azetidin-2-one (101905-26-4,101977-80-4,101977-83-7,101977-84-8,102129-92-0,106399-59-1,106399-60-4,106399-64-8,106399-65-9,106399-98-8,106399-99-9,115404-42-7,141781-32-0)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 40h;

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) + (1'S,3S)-3-(1'-hydroxyethyl)-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone (205525-21-9) → (1'S,3S,4S)-3-(1'-<(tert-butyldimethylsilyl)oxy>ethyl)-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone (101977-83-7) + (1'S,3S,4R)-3-(1'-<(tert-butyldimethylsilyl)oxy>ethyl)-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone (101977-84-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 25 ℃; for 22h; Yields of byproduct given;

DOI:10.1021/ja00238a023

upstream raw materials:

3-(1-Hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-((E)-styryl)-azetidin-2-one

(E)-4-methoxy-N-((E)-3-phenylallylidene)aniline

ethyl (S)-3-hydroxybutyrate

N-cinnamylidene-p-anisidine

Downstream raw materials:

(1'S,3S,4S)-3-(1'-<(tert-butyldimethylsilyl)oxy>ethyl)-4-formyl-1-(4'-methoxyphenyl)-2-azetidinone