α-(S)-(4-chlorobutyl)-β-(S)-(hydroxymethyl)benzeneethanol methanesulfonate

Base Information

• Chemical Name: α-(S)-(4-chlorobutyl)-β-(S)-(hydroxymethyl)benzeneethanol methanesulfonate
• CAS No.: 220858-73-1
• Molecular Formula: C₁₄H₂₁ClO₄S
• Molecular Weight: 320.837
• Mol file: 220858-73-1.mol

Synonyms:α-(S)-(4-chlorobutyl)-β-(S)-(hydroxymethyl)benzeneethanol methanesulfonate

Chemical Property of α-(S)-(4-chlorobutyl)-β-(S)-(hydroxymethyl)benzeneethanol methanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of α-(S)-(4-chlorobutyl)-β-(S)-(hydroxymethyl)benzeneethanol methanesulfonate

There total 4 articles about α-(S)-(4-chlorobutyl)-β-(S)-(hydroxymethyl)benzeneethanol methanesulfonate 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: 91.0%

3-<7-chloro-3-(S)-(methylsulfonyl)oxy-2-(R)-phenylheptanoyl>-4-(R)-phenyl-2-oxazolidinone (220858-72-0) → α-(S)-(4-chlorobutyl)-β-(S)-(hydroxymethyl)benzeneethanol methanesulfonate (220858-73-1)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; water; at 0 - 22 ℃;

DOI:10.1021/jo9821473

Reference yield:

phenylacetic acid (103-82-2) → α-(S)-(4-chlorobutyl)-β-(S)-(hydroxymethyl)benzeneethanol methanesulfonate (220858-73-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent / pivaloyl chloride, triethylamine / toluene

3: 93 percent / triethylamine / toluene / 2 h / 0 °C

4: 91 percent / NaBH₄ / tetrahydrofuran; H₂O / 0 - 22 °C

With sodium tetrahydroborate; pivaloyl chloride; triethylamine; In tetrahydrofuran; water; toluene;

DOI:10.1021/jo9821473

Reference yield:

(4R)-3-phenylacetyl-4-phenyl-1,3-oxazolidin-2-one (161745-73-9) → α-(S)-(4-chlorobutyl)-β-(S)-(hydroxymethyl)benzeneethanol methanesulfonate (220858-73-1)

Guidance literature:

Multi-step reaction with 3 steps

2: 93 percent / triethylamine / toluene / 2 h / 0 °C

3: 91 percent / NaBH₄ / tetrahydrofuran; H₂O / 0 - 22 °C

With sodium tetrahydroborate; triethylamine; In tetrahydrofuran; water; toluene;

DOI:10.1021/jo9821473

upstream raw materials:

3-<7-chloro-3-(S)-(methylsulfonyl)oxy-2-(R)-phenylheptanoyl>-4-(R)-phenyl-2-oxazolidinone

phenylacetic acid

(4R)-3-phenylacetyl-4-phenyl-1,3-oxazolidin-2-one

3-<7-chloro-3-(S)-hydroxy-2-(R)-phenylheptanoyl>-4-(R)-phenyl-2-oxazolidinone

Downstream raw materials:

β-(R)-phenyl-1-(phenylmethyl)-2-(R)-piperidineethanol

β-(R)-phenyl-2-(R)-piperidineethanol

1-(tert-butyloxycarbonyl)-α-(R)-phenyl-2-(R)-piperidineacetic acid

(1R)-1-[(2R)-N-(tert-butyloxycarbonyl)piperidin-2-yl]-1-phenyl-2-hydroxyethane