(2R,3S,5S)-5-β-bromoethyl-3-hydroxy-1-phenylsulfonylproline tert-butyl ester

Base Information

Chemical Name:(2R,3S,5S)-5-β-bromoethyl-3-hydroxy-1-phenylsulfonylproline tert-butyl ester
CAS No.:221677-02-7
Molecular Formula:C₁₇H₂₄BrNO₅S
Molecular Weight:434.351
Hs Code.:

Synonyms:(2R,3S,5S)-5-β-bromoethyl-3-hydroxy-1-phenylsulfonylproline tert-butyl ester

Suppliers and Price of (2R,3S,5S)-5-β-bromoethyl-3-hydroxy-1-phenylsulfonylproline tert-butyl ester

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2R,3S,5S)-5-β-bromoethyl-3-hydroxy-1-phenylsulfonylproline tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,3S,5S)-5-β-bromoethyl-3-hydroxy-1-phenylsulfonylproline tert-butyl ester

There total 10 articles about (2R,3S,5S)-5-β-bromoethyl-3-hydroxy-1-phenylsulfonylproline 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: 64.0%

: 221677-01-6
(2R,3S,5S)-3-tert-butyldimethylsilyloxy-5-β-bromoethyl-1-phenylsulfonylproline tert-butyl ester

: 221677-02-7
(2R,3S,5S)-5-β-bromoethyl-3-hydroxy-1-phenylsulfonylproline tert-butyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1021/jo982327c

Reference yield:

: 119593-29-2
(4aS,7aS)-5-Benzenesulfonyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-6-ol

: 221677-02-7
(2R,3S,5S)-5-β-bromoethyl-3-hydroxy-1-phenylsulfonylproline tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: NaH / tetrahydrofuran / 96 h / -15 - -10 °C

2: 96 percent / aq. HCl / methanol / 24 h / Ambient temperature

3: 96 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

4: 87 percent / aq. AcOH / tetrahydrofuran / 22 h / Ambient temperature

5: 1.04 g / RuCl₃*3H₂O, NaIO₄ / acetonitrile; CCl₄; H₂O / 3 h

6: CH₂Cl₂; 2-methyl-propan-2-ol / 1.75 h / Ambient temperature

7: 86 percent / LiBH₄ / diethyl ether; tetrahydrofuran / 8 h

8: 95 percent / CBr₄, Ph₃P / CH₂Cl₂ / 2 h / Ambient temperature

9: 64 percent / Bu₄NF / tetrahydrofuran / 0.5 h / 0 °C

With 1H-imidazole; hydrogenchloride; ruthenium trichloride; sodium periodate; lithium borohydride; carbon tetrabromide; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; triphenylphosphine; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo982327c

Reference yield:

: 221676-96-6
methyl (2S,4S,5S)-4-hydroxy-5-hydroxymethyl-1-phenylsulfonylpyrrolidine-2-acetate

: 221677-02-7
(2R,3S,5S)-5-β-bromoethyl-3-hydroxy-1-phenylsulfonylproline tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

2: 87 percent / aq. AcOH / tetrahydrofuran / 22 h / Ambient temperature

3: 1.04 g / RuCl₃*3H₂O, NaIO₄ / acetonitrile; CCl₄; H₂O / 3 h

4: CH₂Cl₂; 2-methyl-propan-2-ol / 1.75 h / Ambient temperature

5: 86 percent / LiBH₄ / diethyl ether; tetrahydrofuran / 8 h

6: 95 percent / CBr₄, Ph₃P / CH₂Cl₂ / 2 h / Ambient temperature

7: 64 percent / Bu₄NF / tetrahydrofuran / 0.5 h / 0 °C

With 1H-imidazole; ruthenium trichloride; sodium periodate; lithium borohydride; carbon tetrabromide; tetrabutyl ammonium fluoride; acetic acid; triphenylphosphine; In tetrahydrofuran; tetrachloromethane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo982327c