(R)-3-((2S,4R)-4-Benzyl-5-oxo-tetrahydro-furan-2-carbonyl)-5,5-dimethyl-thiazolidine-4-carboxylic acid (3,5-dimethyl-isothiazol-4-ylmethyl)-amide

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Chemical Name:(R)-3-((2S,4R)-4-Benzyl-5-oxo-tetrahydro-furan-2-carbonyl)-5,5-dimethyl-thiazolidine-4-carboxylic acid (3,5-dimethyl-isothiazol-4-ylmethyl)-amide
CAS No.:627893-96-3
Molecular Formula:C₂₄H₂₉N₃O₄S₂
Molecular Weight:487.644
Hs Code.:

Synonyms:(R)-3-((2S,4R)-4-Benzyl-5-oxo-tetrahydro-furan-2-carbonyl)-5,5-dimethyl-thiazolidine-4-carboxylic acid (3,5-dimethyl-isothiazol-4-ylmethyl)-amide

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Chemical Property of (R)-3-((2S,4R)-4-Benzyl-5-oxo-tetrahydro-furan-2-carbonyl)-5,5-dimethyl-thiazolidine-4-carboxylic acid (3,5-dimethyl-isothiazol-4-ylmethyl)-amide

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Technology Process of (R)-3-((2S,4R)-4-Benzyl-5-oxo-tetrahydro-furan-2-carbonyl)-5,5-dimethyl-thiazolidine-4-carboxylic acid (3,5-dimethyl-isothiazol-4-ylmethyl)-amide

There total 12 articles about (R)-3-((2S,4R)-4-Benzyl-5-oxo-tetrahydro-furan-2-carbonyl)-5,5-dimethyl-thiazolidine-4-carboxylic acid (3,5-dimethyl-isothiazol-4-ylmethyl)-amide 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:

: 34859-65-9
ethyl 5-amino-3-methyl-isothiazole 4-carboxylate

: 627893-96-3
(R)-3-((2S,4R)-4-Benzyl-5-oxo-tetrahydro-furan-2-carbonyl)-5,5-dimethyl-thiazolidine-4-carboxylic acid (3,5-dimethyl-isothiazol-4-ylmethyl)-amide

Guidance literature:: Multi-step reaction with 6 steps

1: 50 percent / I₂; isoamyl nitrite / CHCl₃ / Heating

2: 83 percent / PdCl₂(PPh₃)2 / toluene / Heating

3: 57 percent / LiAlH₄ / tetrahydrofuran / 0 - 20 °C

4: 83 percent / NaN₃; CBr₄; PPh₃ / dimethylformamide / 20 °C

5: 84 percent / H₂O; Ph₃P / tetrahydrofuran / 20 °C

6: EDC; HOAT; DIEA / CH₂Cl₂ / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; lithium aluminium tetrahydride; sodium azide; 1-hydroxy-7-aza-benzotriazole; carbon tetrabromide; water; iodine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; isopentyl nitrite; In tetrahydrofuran; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene; 2: Castro-Stevens reaction;
DOI:10.1016/S0960-894X(03)00262-2

Reference yield:

: 588729-33-3
3,5-dimethylisothiazole-4-methylamine

: 321435-39-6
(R)-3-((2S,4R)-4-Benzyl-5-oxo-tetrahydro-furan-2-carbonyl)-5,5-dimethyl-thiazolidine-4-carboxylic acid

: 627893-96-3
(R)-3-((2S,4R)-4-Benzyl-5-oxo-tetrahydro-furan-2-carbonyl)-5,5-dimethyl-thiazolidine-4-carboxylic acid (3,5-dimethyl-isothiazol-4-ylmethyl)-amide

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/S0960-894X(03)00262-2

Reference yield:

: 53064-43-0
4-hydroxymethyl-3,5-dimethylisothiazole

: 627893-96-3
(R)-3-((2S,4R)-4-Benzyl-5-oxo-tetrahydro-furan-2-carbonyl)-5,5-dimethyl-thiazolidine-4-carboxylic acid (3,5-dimethyl-isothiazol-4-ylmethyl)-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / NaN₃; CBr₄; PPh₃ / dimethylformamide / 20 °C

2: 84 percent / H₂O; Ph₃P / tetrahydrofuran / 20 °C

3: EDC; HOAT; DIEA / CH₂Cl₂ / 20 °C

With sodium azide; 1-hydroxy-7-aza-benzotriazole; carbon tetrabromide; water; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(03)00262-2