(2R,4R)-4-((S)-6-Carboxy-2-oxo-1-trimethylsilanyloxy-hexyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(2R,4R)-4-((S)-6-Carboxy-2-oxo-1-trimethylsilanyloxy-hexyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester
CAS No.:1025879-11-1
Molecular Formula:C₂₄H₃₇NO₆SSi
Molecular Weight:495.712
Hs Code.:

Synonyms:(2R,4R)-4-((S)-6-Carboxy-2-oxo-1-trimethylsilanyloxy-hexyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester

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Chemical Property of (2R,4R)-4-((S)-6-Carboxy-2-oxo-1-trimethylsilanyloxy-hexyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of (2R,4R)-4-((S)-6-Carboxy-2-oxo-1-trimethylsilanyloxy-hexyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester

There total 1 articles about (2R,4R)-4-((S)-6-Carboxy-2-oxo-1-trimethylsilanyloxy-hexyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl 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:

: 124-38-9,18923-20-1
carbon dioxide

: 23708-47-6
1,4-bis(bromomagnesium)butane

: 449729-37-7
(2R,4R)-4-((S)-Cyano-trimethylsilanyloxy-methyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester

: 1025879-11-1
(2R,4R)-4-((S)-6-Carboxy-2-oxo-1-trimethylsilanyloxy-hexyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: 1,4-bis(bromomagnesium)butane; (2R,4R)-4-((S)-Cyano-trimethylsilanyloxy-methyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester; In dibutyl ether; toluene; at -25 - -3 ℃;

carbon dioxide;
DOI:10.1016/S0040-4039(02)00537-3

Reference yield:

: 1025879-11-1
(2R,4R)-4-((S)-6-Carboxy-2-oxo-1-trimethylsilanyloxy-hexyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester

: 58-85-5,22879-79-4
biotin

Guidance literature:: Multi-step reaction with 9 steps

1: aq. citric acid

2: 73 percent / K₂CO₃ / dimethylformamide / 25 °C

3: 100 percent / Et₃N; DMAP / tetrahydrofuran / 0 °C

4: AcCl / methanol; toluene / 0 °C

5: NaBH₃CN / tetrahydrofuran; H₂O / 5 °C

6: H₂O / 25 °C

7: 77 percent / NaHCO₃; P(OEt)3; n-Bu₄NCl / Pd(OAc)2 / dimethylformamide / 100 °C

8: H₂ / Pd(OH)2/C / ethyl acetate / 25 °C

9: aq. HBr / Heating

With dmap; tetrabutyl-ammonium chloride; hydrogen bromide; hydrogen; sodium cyanoborohydride; sodium hydrogencarbonate; potassium carbonate; triethylamine; acetyl chloride; citric acid; triethyl phosphite; palladium diacetate; palladium dihydroxide; In tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(02)00537-3

Reference yield:

: 1025879-11-1
(2R,4R)-4-((S)-6-Carboxy-2-oxo-1-trimethylsilanyloxy-hexyl)-2-phenyl-thiazolidine-3-carboxylic acid tert-butyl ester

: 449729-48-0
5-[(3aS,6aR)-1-Benzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-(4Z)-ylidene]-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: aq. citric acid

2: 73 percent / K₂CO₃ / dimethylformamide / 25 °C

3: 100 percent / Et₃N; DMAP / tetrahydrofuran / 0 °C

4: AcCl / methanol; toluene / 0 °C

5: NaBH₃CN / tetrahydrofuran; H₂O / 5 °C

6: H₂O / 25 °C

7: 77 percent / NaHCO₃; P(OEt)3; n-Bu₄NCl / Pd(OAc)2 / dimethylformamide / 100 °C

With dmap; tetrabutyl-ammonium chloride; sodium cyanoborohydride; sodium hydrogencarbonate; potassium carbonate; triethylamine; acetyl chloride; citric acid; triethyl phosphite; palladium diacetate; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(02)00537-3