N-Benzyl-N-((2R,3R)-2,3-bis-benzyloxy-4-phenylsulfanyl-butyl)-4-methyl-benzenesulfonamide

Base Information

Chemical Name:N-Benzyl-N-((2R,3R)-2,3-bis-benzyloxy-4-phenylsulfanyl-butyl)-4-methyl-benzenesulfonamide
CAS No.:94349-05-0
Molecular Formula:C₃₈H₃₉NO₄S₂
Molecular Weight:637.864
Hs Code.:

Synonyms:N-Benzyl-N-((2R,3R)-2,3-bis-benzyloxy-4-phenylsulfanyl-butyl)-4-methyl-benzenesulfonamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-Benzyl-N-((2R,3R)-2,3-bis-benzyloxy-4-phenylsulfanyl-butyl)-4-methyl-benzenesulfonamide

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Technology Process of N-Benzyl-N-((2R,3R)-2,3-bis-benzyloxy-4-phenylsulfanyl-butyl)-4-methyl-benzenesulfonamide

There total 6 articles about N-Benzyl-N-((2R,3R)-2,3-bis-benzyloxy-4-phenylsulfanyl-butyl)-4-methyl-benzenesulfonamide 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%

: 100-39-0
benzyl bromide

: 94349-04-9
N-Benzyl-N-((2R,3R)-2,3-dihydroxy-4-phenylsulfanyl-butyl)-4-methyl-benzenesulfonamide

: 94349-05-0
N-Benzyl-N-((2R,3R)-2,3-bis-benzyloxy-4-phenylsulfanyl-butyl)-4-methyl-benzenesulfonamide

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; for 18h; Ambient temperature;
DOI:10.1021/jo00203a039

Reference yield:

: 1576-37-0
N-benzyl-p-toluenesulfonamide

: 94349-05-0
N-Benzyl-N-((2R,3R)-2,3-bis-benzyloxy-4-phenylsulfanyl-butyl)-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH / 1.) DMF, 2.) DMF, from 0 deg C to RT, 6 h

2: dimethylformamide / 5 h / 120 °C

3: K₂CO₃ / methanol / 2 h / Ambient temperature

4: 91 percent / (-)-Dipt, Ti(O-i-Pr)4, TBHP / CH₂Cl₂ / 2.5 h / -20 °C

5: 71 percent / 0.5 N aq. NaOH / 2-methyl-propan-2-ol / 5 h / 85 °C

6: 91 percent / NaH, n-Bu₄NI / tetrahydrofuran / 18 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; D-(-)-diisopropyl tartrate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jo00203a039

Reference yield:

: 94348-98-8
N-Benzyl-N-((E)-4-chloro-but-2-enyl)-4-methyl-benzenesulfonamide

: 94349-05-0
N-Benzyl-N-((2R,3R)-2,3-bis-benzyloxy-4-phenylsulfanyl-butyl)-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: dimethylformamide / 5 h / 120 °C

2: K₂CO₃ / methanol / 2 h / Ambient temperature

3: 91 percent / (-)-Dipt, Ti(O-i-Pr)4, TBHP / CH₂Cl₂ / 2.5 h / -20 °C

4: 71 percent / 0.5 N aq. NaOH / 2-methyl-propan-2-ol / 5 h / 85 °C

5: 91 percent / NaH, n-Bu₄NI / tetrahydrofuran / 18 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; D-(-)-diisopropyl tartrate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jo00203a039