(R)-1-Benzenesulfonyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-pyrrolidin-3-ol

Base Information

Chemical Name:(R)-1-Benzenesulfonyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-pyrrolidin-3-ol
CAS No.:209268-98-4
Molecular Formula:C₁₇H₂₉NO₄SSi
Molecular Weight:371.573
Hs Code.:

Synonyms:(R)-1-Benzenesulfonyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-pyrrolidin-3-ol

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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 (R)-1-Benzenesulfonyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-pyrrolidin-3-ol

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Technology Process of (R)-1-Benzenesulfonyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-pyrrolidin-3-ol

There total 1 articles about (R)-1-Benzenesulfonyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-pyrrolidin-3-ol 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: 92.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: (R)-1-Benzenesulfonyl-2-hydroxymethyl-pyrrolidin-3-ol

: 209268-98-4
(R)-1-Benzenesulfonyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-pyrrolidin-3-ol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 4h;
DOI:10.1016/S0960-894X(98)00183-8

Reference yield: 86.0%

: 209268-98-4
(R)-1-Benzenesulfonyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-pyrrolidin-3-ol

: 209269-00-1
(R)-1-Benzenesulfonyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-pyrrolidin-3-one

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; In ethyl acetate; toluene; at 0 ℃; for 1h;
DOI:10.1016/S0960-894X(98)00183-8

Reference yield:

: 209268-98-4
(R)-1-Benzenesulfonyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-pyrrolidin-3-ol

: ({(S)-1-[(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-3-phenyl-propionyl]-3-methyl-pyrrolidine-2-carbonyl}-amino)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 86 percent / TEMPO, aq. NaOCl / ethyl acetate; toluene / 1 h / 0 °C

2: 72 percent / tetrahydrofuran / 0.25 h / 0 - 20 °C

3: Na/Hg, MeOH / 12 h / Ambient temperature

4: Et₃N / dioxane / 1 h / 20 °C

5: aq. HCl / ethanol / 1 h / 20 °C

6: PDC / dimethylformamide / 12 h / 20 °C

7: 65 percent / HOBT, EDC, N-ethylmorpholine / dimethylformamide / 12 h / 20 °C

8: H₂ / Pd/C / ethanol / 2 h / 20 °C

9: TFA / CH₂Cl₂ / 2 h / 0 °C

10: HOBT, EDC, N-ethylmorpholine / dimethylformamide / 12 h / 20 °C

With N-ethylmorpholine;; hydrogenchloride; methanol; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium amalgam; dipyridinium dichromate; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0960-894X(98)00183-8