(R)-2-[(2R,3R)-3-((R)-1-Hydroxy-ethyl)-1-(toluene-4-sulfonyl)-aziridin-2-yl]-propan-1-ol

Base Information

• Chemical Name: (R)-2-[(2R,3R)-3-((R)-1-Hydroxy-ethyl)-1-(toluene-4-sulfonyl)-aziridin-2-yl]-propan-1-ol
• CAS No.: 612546-46-0
• Molecular Formula: C₁₄H₂₁NO₄S
• Molecular Weight: 299.391
• Mol file: 612546-46-0.mol

Synonyms:(R)-2-[(2R,3R)-3-((R)-1-Hydroxy-ethyl)-1-(toluene-4-sulfonyl)-aziridin-2-yl]-propan-1-ol

Chemical Property of (R)-2-[(2R,3R)-3-((R)-1-Hydroxy-ethyl)-1-(toluene-4-sulfonyl)-aziridin-2-yl]-propan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-[(2R,3R)-3-((R)-1-Hydroxy-ethyl)-1-(toluene-4-sulfonyl)-aziridin-2-yl]-propan-1-ol

There total 5 articles about (R)-2-[(2R,3R)-3-((R)-1-Hydroxy-ethyl)-1-(toluene-4-sulfonyl)-aziridin-2-yl]-propan-1-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:

(Z)-(2R,5R)-6-Methoxymethoxy-5-methyl-hex-3-en-2-ol (612546-37-9) → (R)-2-[(2R,3R)-3-((R)-1-Hydroxy-ethyl)-1-(toluene-4-sulfonyl)-aziridin-2-yl]-propan-1-ol (612546-46-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: DBU / acetonitrile / 0 °C

2.1: IBr; DBU / CH₂Cl₂; acetonitrile / -78 - -50 °C

3.1: aq. HCl / methanol / 20 °C

3.2: NaHCO₃ / methanol / 20 °C

4.1: methanol / 20 °C

With hydrogenchloride; iodine(I) bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; acetonitrile;

DOI:10.1055/s-2003-39910

Reference yield:

tert-Butyl-((Z)-(1R,4R)-5-methoxymethoxy-1,4-dimethyl-pent-2-enyloxy)-dimethyl-silane → (R)-2-[(2R,3R)-3-((R)-1-Hydroxy-ethyl)-1-(toluene-4-sulfonyl)-aziridin-2-yl]-propan-1-ol (612546-46-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 94 percent / TBAF / tetrahydrofuran / 20 °C

2.1: DBU / acetonitrile / 0 °C

3.1: IBr; DBU / CH₂Cl₂; acetonitrile / -78 - -50 °C

4.1: aq. HCl / methanol / 20 °C

4.2: NaHCO₃ / methanol / 20 °C

5.1: methanol / 20 °C

With hydrogenchloride; tetrabutyl ammonium fluoride; iodine(I) bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;

DOI:10.1055/s-2003-39910

Reference yield:

2,2,2-Trichloro-acetimidic acid (Z)-(1R,4R)-5-methoxymethoxy-1,4-dimethyl-pent-2-enyl ester → (R)-2-[(2R,3R)-3-((R)-1-Hydroxy-ethyl)-1-(toluene-4-sulfonyl)-aziridin-2-yl]-propan-1-ol (612546-46-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: IBr; DBU / CH₂Cl₂; acetonitrile / -78 - -50 °C

2.1: aq. HCl / methanol / 20 °C

2.2: NaHCO₃ / methanol / 20 °C

3.1: methanol / 20 °C

With hydrogenchloride; iodine(I) bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; acetonitrile;

DOI:10.1055/s-2003-39910

upstream raw materials:

p-toluenesulfonyl chloride

(Z)-(2R,5R)-6-Methoxymethoxy-5-methyl-hex-3-en-2-ol

(4S,5R)-4-((1S,2S)-1-Iodo-3-methoxymethoxy-2-methyl-propyl)-5-methyl-2-trichloromethyl-4,5-dihydro-oxazole

Downstream raw materials:

2,2-Dimethyl-propionic acid (R)-2-[(2R,3R)-3-((R)-1-hydroxy-ethyl)-1-(toluene-4-sulfonyl)-aziridin-2-yl]-propyl ester

(2S,3R,4R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-3-(toluene-4-sulfonylamino)-pentanoic acid amide

(3S,4R)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-1-(toluene-4-sulfonyl)-azetidin-2-one

(2S,3R,4R)-5-Hydroxy-2-((R)-1-hydroxy-ethyl)-4-methyl-3-(toluene-4-sulfonylamino)-pentanoic acid amide