p-nitrobenzenesulphonic acid (4S,5S)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl ester

Base Information

• Chemical Name: p-nitrobenzenesulphonic acid (4S,5S)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl ester
• CAS No.: 162221-28-5
• Molecular Formula: C₁₇H₁₆N₂O₇S
• Molecular Weight: 392.389
• European Community (EC) Number: 416-360-0
• DSSTox Substance ID: DTXSID501139201
• Mol file: 162221-28-5.mol

Synonyms:SCHEMBL7843585;BONCYQJFFSZGTE-JKSUJKDBSA-N;DTXSID501139201;[(4S,5S)-2-Oxo-4-(phenylmethyl)-5-oxazolidinyl]methyl 4-nitrobenzenesulfonate;p-nitrobenzenesulphonic acid (4S, 5S)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl ester;p-nitrobenzenesulphonic acid (4S,5S)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl ester;162221-28-5

Chemical Property of p-nitrobenzenesulphonic acid (4S,5S)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 667.2±38.0 °C(Predicted)
• PKA: 11.79±0.60(Predicted)
• Density: 1.421±0.06 g/cm3(Predicted)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 392.06782203
• Heavy Atom Count: 27
• Complexity: 629

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2C(OC(=O)N2)COS(=O)(=O)C3=CC=C(C=C3)[N+](=O)[O-]
• Isomeric SMILES: C1=CC=C(C=C1)C[C@H]2[C@H](OC(=O)N2)COS(=O)(=O)C3=CC=C(C=C3)[N+](=O)[O-]

Technology Process of p-nitrobenzenesulphonic acid (4S,5S)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl ester

There total 9 articles about p-nitrobenzenesulphonic acid (4S,5S)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl 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:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → 4-Nitro-benzenesulfonic acid (4S,5S)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl ester (162221-28-5)

Guidance literature:

Multi-step reaction with 8 steps

2: (COCl)2

3: H₂, butleneoxide / Pd/C

5: 1.) aq. HCl, 2.) NaOH

6: H₂SO₄

7: NaBH₄

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; oxalyl dichloride; butleneoxide; sulfuric acid; hydrogen; palladium on activated charcoal;

Reference yield:

Nα-phthaloyl-L-phenylalanine (5123-55-7) → 4-Nitro-benzenesulfonic acid (4S,5S)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl ester (162221-28-5)

Guidance literature:

Multi-step reaction with 7 steps

1: (COCl)2

2: H₂, butleneoxide / Pd/C

4: 1.) aq. HCl, 2.) NaOH

5: H₂SO₄

6: NaBH₄

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; oxalyl dichloride; butleneoxide; sulfuric acid; hydrogen; palladium on activated charcoal;

Reference yield:

phthaloyl-L-phenylalanyl chloride (32150-91-7) → 4-Nitro-benzenesulfonic acid (4S,5S)-4-benzyl-2-oxo-oxazolidin-5-ylmethyl ester (162221-28-5)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂, butleneoxide / Pd/C

3: 1.) aq. HCl, 2.) NaOH

4: H₂SO₄

5: NaBH₄

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; butleneoxide; sulfuric acid; hydrogen; palladium on activated charcoal;

upstream raw materials:

(4S,5S)-5-hydroxymethyl-4-phenylmethyloxazolidinone

4-Nitrobenzenesulfonyl chloride

L-phenylalanine

(4S,5S)-4-benzyl-2-oxo-oxazolidine-5-carboxylic acid

Downstream raw materials:

2-<3(S)-<amino>-2(R)-hydroxy-4-phenylbutyl>-N-tert-butyldecahydro-(4aS,8aS)-isoquinoline-3(S)-carboxamide

cis-N-butyldecahydro-2-<2(R)-hydroxy-4-phenyl-3(S)-aminobutyl>-(4aS,8aS)-isoquinoline-3(S)-carboxamide

Saquinavir