(2R,4S,5R)-2-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidine

Base Information

• Chemical Name: (2R,4S,5R)-2-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidine
• CAS No.: 129886-61-9
• Molecular Formula: C₂₇H₃₁NO₄S
• Molecular Weight: 465.613
• Mol file: 129886-61-9.mol

Synonyms:(2R,4S,5R)-2-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidine

Chemical Property of (2R,4S,5R)-2-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4S,5R)-2-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidine

There total 4 articles about (2R,4S,5R)-2-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidine 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: 86.0%

(S)-2-[(2R,4S,5R)-4-Methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-propan-1-ol (129886-60-8) + benzyl bromide (100-39-0) → (2R,4S,5R)-2-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidine (129886-61-9)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate;

DOI:10.1016/S0040-4039(00)94697-5

Reference yield:

N-[(1R,2S)-2-hydroxy-1-methyl-2-phenylethyl]-4-methylbenzenesulfonamide (58107-41-8,58107-43-0,108591-33-9,131142-88-6,143957-01-1,136173-99-4) → (2R,4S,5R)-2-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidine (129886-61-9)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridinium tosylate / benzene / Heating

2: BF₃*OEt₂ / CH₂Cl₂ / 2 h / -78 °C

3: 95 percent / LiAlH₄

4: 86 percent / NaOH, Bu₄NHSO₄

With sodium hydroxide; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; tetra(n-butyl)ammonium hydrogensulfate; pyridinium p-toluenesulfonate; In dichloromethane; benzene;

DOI:10.1016/S0040-4039(00)94697-5

Reference yield:

2RS,4S,5R-4-Methyl-3-p-methylphenylsulphonyl-2-methoxy-5-phenyl-1,3-oxazolidine (212912-47-5) → (2R,4S,5R)-2-((S)-2-Benzyloxy-1-methyl-ethyl)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidine (129886-61-9)

Guidance literature:

Multi-step reaction with 3 steps

1: BF₃*OEt₂ / CH₂Cl₂ / 2 h / -78 °C

2: 95 percent / LiAlH₄

3: 86 percent / NaOH, Bu₄NHSO₄

With sodium hydroxide; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane;

DOI:10.1016/S0040-4039(00)94697-5

upstream raw materials:

(S)-2-[(2R,4S,5R)-4-Methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-propan-1-ol

benzyl bromide

N-[(1R,2S)-2-hydroxy-1-methyl-2-phenylethyl]-4-methylbenzenesulfonamide

2RS,4S,5R-4-Methyl-3-p-methylphenylsulphonyl-2-methoxy-5-phenyl-1,3-oxazolidine

Downstream raw materials:

(S)-1-benzyloxy-2-(1,3-dithian-2-yl)propane

(R)-3-benzyloxy-2-methylpropanal

(2S)-3-(benzyloxy)-2-methylpropanal