5-Methyl-2-[(4R,4'S,4''S)-4,4',4''-trimethyl-2''-((E)-styryl)-4,5,4',5',4'',5''-hexahydro-[2,4';2',4'']terthiazol-4-yl]-oxazole-4-carboxylic acid

Base Information

Chemical Name:5-Methyl-2-[(4R,4'S,4''S)-4,4',4''-trimethyl-2''-((E)-styryl)-4,5,4',5',4'',5''-hexahydro-[2,4';2',4'']terthiazol-4-yl]-oxazole-4-carboxylic acid
CAS No.:257278-40-3
Molecular Formula:C₂₅H₂₆N₄O₃S₃
Molecular Weight:526.704
Hs Code.:

Synonyms:5-Methyl-2-[(4R,4'S,4''S)-4,4',4''-trimethyl-2''-((E)-styryl)-4,5,4',5',4'',5''-hexahydro-[2,4';2',4'']terthiazol-4-yl]-oxazole-4-carboxylic acid

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Chemical Property of 5-Methyl-2-[(4R,4'S,4''S)-4,4',4''-trimethyl-2''-((E)-styryl)-4,5,4',5',4'',5''-hexahydro-[2,4';2',4'']terthiazol-4-yl]-oxazole-4-carboxylic acid

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Technology Process of 5-Methyl-2-[(4R,4'S,4''S)-4,4',4''-trimethyl-2''-((E)-styryl)-4,5,4',5',4'',5''-hexahydro-[2,4';2',4'']terthiazol-4-yl]-oxazole-4-carboxylic acid

There total 17 articles about 5-Methyl-2-[(4R,4'S,4''S)-4,4',4''-trimethyl-2''-((E)-styryl)-4,5,4',5',4'',5''-hexahydro-[2,4';2',4'']terthiazol-4-yl]-oxazole-4-carboxylic acid 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: 95.0%

: 157770-69-9
(4S)-4-methyl-4'<2'(4'S)-4'-methyl-4'(2''-(4''R)-4''-methyl-4''-(2'''-(4'''-methoxycarbonyl-5'''-methyl)oxazole)-Δ²-thiazoline)-Δ²-thiazoline>-2-cinnamyl-Δ²-thiazoline

: 257278-40-3
5-Methyl-2-[(4R,4'S,4''S)-4,4',4''-trimethyl-2''-((E)-styryl)-4,5,4',5',4'',5''-hexahydro-[2,4';2',4'']terthiazol-4-yl]-oxazole-4-carboxylic acid

Guidance literature:: With potassium hydroxide; In ethanol; water; at 70 ℃; for 0.5h; Alkaline hydrolysis;
DOI:10.1002/(SICI)1099-0690(199912)1999:12<3381::AID-EJOC3381>3.0.CO;2-W

Reference yield: 55.0%

: 138667-71-7,144370-38-7
(-)-Thiangazole

: 157770-69-9
(4S)-4-methyl-4'<2'(4'S)-4'-methyl-4'(2''-(4''R)-4''-methyl-4''-(2'''-(4'''-methoxycarbonyl-5'''-methyl)oxazole)-Δ²-thiazoline)-Δ²-thiazoline>-2-cinnamyl-Δ²-thiazoline

: 257278-40-3
5-Methyl-2-[(4R,4'S,4''S)-4,4',4''-trimethyl-2''-((E)-styryl)-4,5,4',5',4'',5''-hexahydro-[2,4';2',4'']terthiazol-4-yl]-oxazole-4-carboxylic acid

Guidance literature:: (-)-Thiangazole; With sodium acetate; dinitrogen tetraoxide; In dichloromethane; at -20 ℃; for 0.75h;

In chloroform; at 70 ℃;
DOI:10.1002/(SICI)1099-0690(199912)1999:12<3381::AID-EJOC3381>3.0.CO;2-W

Reference yield:

: 1100-88-5
benzyltriphenylphosphonium chloride

: 257278-40-3
5-Methyl-2-[(4R,4'S,4''S)-4,4',4''-trimethyl-2''-((E)-styryl)-4,5,4',5',4'',5''-hexahydro-[2,4';2',4'']terthiazol-4-yl]-oxazole-4-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 36 percent / 50 percent NaOH / H₂O; CH₂Cl₂ / 0.5 h / 20 °C

2.1: N₂O₄; NaOAc / CH₂Cl₂ / 0.75 h / -20 °C

2.2: 55 percent / CHCl₃ / 70 °C

3.1: 95 percent / KOH / ethanol; H₂O / 0.5 h / 70 °C / Alkaline hydrolysis

With potassium hydroxide; sodium hydroxide; sodium acetate; dinitrogen tetraoxide; In ethanol; dichloromethane; water; 1.1: Wittig reaction / 2.1: Nitrosation / 2.2: Rearrangement / 3.1: Hydrolysis;
DOI:10.1002/(SICI)1099-0690(199912)1999:12<3381::AID-EJOC3381>3.0.CO;2-W