(2S,3S)-N-tert-butoxycarbonyl-3-(tert-butyldimethylsilyloxy)pipecolic acid

Base Information

Chemical Name:(2S,3S)-N-tert-butoxycarbonyl-3-(tert-butyldimethylsilyloxy)pipecolic acid
CAS No.:870651-09-5
Molecular Formula:C₂₀H₃₁NO₅Si
Molecular Weight:393.555
Hs Code.:

Synonyms:(2S,3S)-N-tert-butoxycarbonyl-3-(tert-butyldimethylsilyloxy)pipecolic acid

Suppliers and Price of (2S,3S)-N-tert-butoxycarbonyl-3-(tert-butyldimethylsilyloxy)pipecolic acid

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 (2S,3S)-N-tert-butoxycarbonyl-3-(tert-butyldimethylsilyloxy)pipecolic acid

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3S)-N-tert-butoxycarbonyl-3-(tert-butyldimethylsilyloxy)pipecolic acid

There total 7 articles about (2S,3S)-N-tert-butoxycarbonyl-3-(tert-butyldimethylsilyloxy)pipecolic acid 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: 66.0%

: 870651-08-4
(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-piperidine-1-carboxylic acid benzyl ester

: 870651-09-5
(2S,3S)-N-tert-butoxycarbonyl-3-(tert-butyldimethylsilyloxy)pipecolic acid

Guidance literature:: With sodium periodate; ruthenium trichloride; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 0.5h;
DOI:10.1021/jo051725u

Reference yield:

: 870650-96-7
((1R,2S)-2-Hydroxy-1-hydroxymethyl-hex-5-enyl)-carbamic acid benzyl ester

: 870651-09-5
(2S,3S)-N-tert-butoxycarbonyl-3-(tert-butyldimethylsilyloxy)pipecolic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 94 percent / 4-(dimethylamino)pyridine; imidazole / CH₂Cl₂ / 40 - 50 °C

2.1: NMO; OsO₄ / acetone; H₂O; toluene / 2 h

2.2: 87 percent / NaIO₄ / CH₂Cl₂ / 1.5 h / 20 °C

3.1: triethylsilane; BF₃*Et₂O / CH₂Cl₂ / 3.5 h / -78 °C

3.2: 70 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 2 h / 0 °C / pH 3

4.1: 66 percent / NaIO₄ / RuCl₃ / acetonitrile; CCl₄; H₂O / 0.5 h / 20 °C

With 1H-imidazole; triethylsilane; dmap; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; boron trifluoride diethyl etherate; ruthenium trichloride; In tetrachloromethane; dichloromethane; water; acetone; toluene; acetonitrile;
DOI:10.1021/jo051725u

Reference yield:

: 870651-04-0
N-benzyloxycarbonyl-(4S)-2,2-dimethyl-4-(1'-oxo-4'-pentenyl)-1,3-oxazolidine

: 870651-09-5
(2S,3S)-N-tert-butoxycarbonyl-3-(tert-butyldimethylsilyloxy)pipecolic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 90 percent / CeCl₃*7H₂O; Zn(BH₄)2 / methanol; diethyl ether / 2 h / 0 °C

2.1: 93 percent / Dowex-50W ion-exchange resin / methanol; H₂O / 24 h / 50 °C

3.1: 94 percent / 4-(dimethylamino)pyridine; imidazole / CH₂Cl₂ / 40 - 50 °C

4.1: NMO; OsO₄ / acetone; H₂O; toluene / 2 h

4.2: 87 percent / NaIO₄ / CH₂Cl₂ / 1.5 h / 20 °C

5.1: triethylsilane; BF₃*Et₂O / CH₂Cl₂ / 3.5 h / -78 °C

5.2: 70 percent / camphorsulfonic acid / methanol; CH₂Cl₂ / 2 h / 0 °C / pH 3

6.1: 66 percent / NaIO₄ / RuCl₃ / acetonitrile; CCl₄; H₂O / 0.5 h / 20 °C

With 1H-imidazole; triethylsilane; dmap; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; cerium(III) chloride; zinc(II) tetrahydroborate; Dowex-50W ion-exchange resin; boron trifluoride diethyl etherate; ruthenium trichloride; In methanol; tetrachloromethane; diethyl ether; dichloromethane; water; acetone; toluene; acetonitrile;
DOI:10.1021/jo051725u