propionic acid (S)-1-[2-(tert-butyldiphenylsilanyloxy)ethyl]-3-iodomethyl-but-3-enyl ester

Base Information

Chemical Name:propionic acid (S)-1-[2-(tert-butyldiphenylsilanyloxy)ethyl]-3-iodomethyl-but-3-enyl ester
CAS No.:940877-19-0
Molecular Formula:C₂₆H₃₅IO₃Si
Molecular Weight:550.552
Hs Code.:

Synonyms:propionic acid (S)-1-[2-(tert-butyldiphenylsilanyloxy)ethyl]-3-iodomethyl-but-3-enyl ester

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Chemical Property of propionic acid (S)-1-[2-(tert-butyldiphenylsilanyloxy)ethyl]-3-iodomethyl-but-3-enyl ester

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Technology Process of propionic acid (S)-1-[2-(tert-butyldiphenylsilanyloxy)ethyl]-3-iodomethyl-but-3-enyl ester

There total 5 articles about propionic acid (S)-1-[2-(tert-butyldiphenylsilanyloxy)ethyl]-3-iodomethyl-but-3-enyl ester 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: 100.0%

: 940877-18-9
propionic acid (S)-1-[2-(tert-butyldiphenylsilanyloxy)ethyl]-3-chloromethyl-but-3-enyl ester

: 940877-19-0
propionic acid (S)-1-[2-(tert-butyldiphenylsilanyloxy)ethyl]-3-iodomethyl-but-3-enyl ester

Guidance literature:: With sodium iodide; In acetone; at 20 ℃; for 24h;
DOI:10.1021/ol070573h

Reference yield:

: 112897-03-7
3-(tert-butyldiphenylsilyloxy)-1-propanal

: 940877-19-0
propionic acid (S)-1-[2-(tert-butyldiphenylsilanyloxy)ethyl]-3-iodomethyl-but-3-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / (S)-BINOL; 4 Angstroem molecular sieves; CF₃CO₂H / titanium(IV) isopropoxide / CH₂Cl₂ / 72.5 h / -78 - -20 °C

2: 100 percent / pyridine; DMAP / CH₂Cl₂ / 3 h / 0 °C

3: 100 percent / NaI / acetone / 24 h / 20 °C

With pyridine; dmap; 4 A molecular sieve; (S)-[1,1']-binaphthalenyl-2,2'-diol; trifluoroacetic acid; sodium iodide; titanium(IV) isopropylate; In dichloromethane; acetone; 3: Finkelstein reaction;
DOI:10.1021/ol070573h

Reference yield:

: 127047-71-6
3-(tert-butyldiphenylsilyloxy)propan-1-ol

: 940877-19-0
propionic acid (S)-1-[2-(tert-butyldiphenylsilanyloxy)ethyl]-3-iodomethyl-but-3-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / Et₃N; DMSO; (COCl)2 / CH₂Cl₂ / 0.67 h / -78 - -20 °C

2: 83 percent / (S)-BINOL; 4 Angstroem molecular sieves; CF₃CO₂H / titanium(IV) isopropoxide / CH₂Cl₂ / 72.5 h / -78 - -20 °C

3: 100 percent / pyridine; DMAP / CH₂Cl₂ / 3 h / 0 °C

4: 100 percent / NaI / acetone / 24 h / 20 °C

With pyridine; dmap; oxalyl dichloride; 4 A molecular sieve; (S)-[1,1']-binaphthalenyl-2,2'-diol; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; sodium iodide; titanium(IV) isopropylate; In dichloromethane; acetone; 1: Swern oxidation / 4: Finkelstein reaction;
DOI:10.1021/ol070573h