Acetic acid (R)-2-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-4,5-dihydro-thiazol-4-ylmethyl ester

Base Information

Chemical Name:Acetic acid (R)-2-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-4,5-dihydro-thiazol-4-ylmethyl ester
CAS No.:1026533-65-2
Molecular Formula:C₂₆H₃₃NO₃SSi
Molecular Weight:467.704
Hs Code.:

Synonyms:Acetic acid (R)-2-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-4,5-dihydro-thiazol-4-ylmethyl ester

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Chemical Property of Acetic acid (R)-2-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-4,5-dihydro-thiazol-4-ylmethyl ester

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Technology Process of Acetic acid (R)-2-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-4,5-dihydro-thiazol-4-ylmethyl ester

There total 9 articles about Acetic acid (R)-2-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-4,5-dihydro-thiazol-4-ylmethyl 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%

: 108-24-7
acetic anhydride

: 251444-01-6
(4R)-2-[(1'R,2'S)-1',2'-Methano-3'-(tert-butyldiphenylsilyloxy)propyl]-4-hydroxymethyl-4,5-dihydrothiazole

: 1026533-65-2
Acetic acid (R)-2-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-4,5-dihydro-thiazol-4-ylmethyl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃;
DOI:10.1039/a904378k

Reference yield:

: 154001-53-3
(1Z,4'S)-3-<(tert-Butyldiphenylsilyl)oxy>-1-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-1-propene

: 1026533-65-2
Acetic acid (R)-2-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-4,5-dihydro-thiazol-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 97 percent / Et₂Zn / hexane; CH₂Cl₂ / -23 - 0 °C

2: 100 percent / H₅IO₆ / diethyl ether / 10 h / 20 °C

3: 97 percent / KMnO₄; potassium hydrogen orthophosphate buffer; H₂O / 2-methyl-propan-2-ol / 0.08 h / pH 4.4

4: N-methylmorpholine / CH₂Cl₂ / 0.25 h / -10 °C

5: N-methylmorpholine / CH₂Cl₂ / 2 h / 20 °C

6: 91 percent / TiCl₄ / CH₂Cl₂ / 2 h / 0 °C

7: 82 percent / Et₂NH / tetrahydrofuran / 0.08 h

8: 100 percent / 4-DMAP; pyridine / CH₂Cl₂ / 20 °C

With 4-methyl-morpholine; pyridine; dmap; potassium permanganate; potassium hydrogen orthophosphate buffer; water; diethylzinc; titanium tetrachloride; periodic acid; diethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; tert-butyl alcohol; 1: Addition / 2: Oxidation / 3: Oxidation / 4: Substitution / 5: Acylation / 6: Cyclization / 7: Reduction / 8: Acetylation;
DOI:10.1039/a904378k

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1026533-65-2
Acetic acid (R)-2-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-4,5-dihydro-thiazol-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 93 percent / Et₃N; DMAP / CH₂Cl₂

2: 97 percent / Et₂Zn / hexane; CH₂Cl₂ / -23 - 0 °C

3: 100 percent / H₅IO₆ / diethyl ether / 10 h / 20 °C

4: 97 percent / KMnO₄; potassium hydrogen orthophosphate buffer; H₂O / 2-methyl-propan-2-ol / 0.08 h / pH 4.4

5: N-methylmorpholine / CH₂Cl₂ / 0.25 h / -10 °C

6: N-methylmorpholine / CH₂Cl₂ / 2 h / 20 °C

7: 91 percent / TiCl₄ / CH₂Cl₂ / 2 h / 0 °C

8: 82 percent / Et₂NH / tetrahydrofuran / 0.08 h

9: 100 percent / 4-DMAP; pyridine / CH₂Cl₂ / 20 °C

With 4-methyl-morpholine; pyridine; dmap; potassium permanganate; potassium hydrogen orthophosphate buffer; water; diethylzinc; titanium tetrachloride; periodic acid; diethylamine; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; tert-butyl alcohol; 1: Etherification / 2: Addition / 3: Oxidation / 4: Oxidation / 5: Substitution / 6: Acylation / 7: Cyclization / 8: Reduction / 9: Acetylation;
DOI:10.1039/a904378k