(S)-Pyrrolidine-2-carboxylic acid (2R,3S,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:(S)-Pyrrolidine-2-carboxylic acid (2R,3S,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester
CAS No.:192070-14-7
Molecular Formula:C₃₁H₃₉N₃O₆Si
Molecular Weight:577.753
Hs Code.:

(S)-Pyrrolidine-2-carboxylic acid (2R,3S,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Synonyms:(S)-Pyrrolidine-2-carboxylic acid (2R,3S,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-Pyrrolidine-2-carboxylic acid (2R,3S,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (S)-Pyrrolidine-2-carboxylic acid (2R,3S,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

There total 3 articles about (S)-Pyrrolidine-2-carboxylic acid (2R,3S,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl 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: 97.0%

: 192070-15-8
(S)-Pyrrolidine-1,2-dicarboxylic acid 2-[(2R,3S,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester 1-[1-(3,5-dimethoxy-phenyl)-1-methyl-ethyl] ester

: 192070-14-7
(S)-Pyrrolidine-2-carboxylic acid (2R,3S,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 25 ℃; for 1h;
DOI:10.1021/jo9702608

Reference yield:

: 101527-40-6
5'-O-tert-butyldiphenylsilylthymidine

: 192070-14-7
(S)-Pyrrolidine-2-carboxylic acid (2R,3S,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 50 percent / N-hydroxybenzotriazole, N-methylmorpholine, dicyclohexylcarbodiimide / CH₂Cl₂ / 12 h / 0 - 25 °C

2: 97 percent / TFA / CH₂Cl₂ / 1 h / 25 °C

With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jo9702608

Reference yield:

: N-(α,α-dimethyl-3,5-dimethoxybenzyloxycarbonyl)-L-proline

: 192070-14-7
(S)-Pyrrolidine-2-carboxylic acid (2R,3S,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 50 percent / N-hydroxybenzotriazole, N-methylmorpholine, dicyclohexylcarbodiimide / CH₂Cl₂ / 12 h / 0 - 25 °C

2: 97 percent / TFA / CH₂Cl₂ / 1 h / 25 °C

With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/jo9702608