(+)-(S_S)-S-<(1E,7E)-1,7,9-decatrienyl>-S-phenyl-N-(p-tolylsulphonyl)sulphoximine

Base Information

• Chemical Name: (+)-(S_S)-S-<(1E,7E)-1,7,9-decatrienyl>-S-phenyl-N-(p-tolylsulphonyl)sulphoximine
• CAS No.: 142034-15-9
• Molecular Formula: C₂₃H₂₇NO₃S₂
• Molecular Weight: 429.604
• Mol file: 142034-15-9.mol

Synonyms:(+)-(S_S)-S-<(1E,7E)-1,7,9-decatrienyl>-S-phenyl-N-(p-tolylsulphonyl)sulphoximine

Chemical Property of (+)-(S_S)-S-<(1E,7E)-1,7,9-decatrienyl>-S-phenyl-N-(p-tolylsulphonyl)sulphoximine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(S_S)-S-<(1E,7E)-1,7,9-decatrienyl>-S-phenyl-N-(p-tolylsulphonyl)sulphoximine

There total 12 articles about (+)-(S_S)-S-<(1E,7E)-1,7,9-decatrienyl>-S-phenyl-N-(p-tolylsulphonyl)sulphoximine 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: 65.0%

p-toluenesulfonyl chloride (98-59-9) + (-)-(SS)-(E,E)-1-(S-phenylsulfoximidoyl)-1,7,9-decatriene (152872-79-2) → (+)-(SS)-S-<(1E,7E)-1,7,9-decatrienyl>-S-phenyl-N-(p-tolylsulphonyl)sulphoximine (142034-15-9)

Guidance literature:

With pyridine; dmap; In dichloromethane; for 72h; Ambient temperature;

DOI:10.1016/0040-4020(95)00267-C

Reference yield:

(6E)-6,8-nonadienal (78669-40-6) + (+)-(SS)-S-methyl-S-phenyl-N-(p-tolylsulphonyl)sulphoximine (42153-74-2,49620-56-6,104527-65-3,91933-71-0) → (+)-(SS)-S-<(1Z,7E)-1,7,9-decatrienyl>-S-phenyl-N-(p-tolylsulphonyl)sulphoximine (139371-79-2) + (+)-(SS)-S-<(1E,7E)-1,7,9-decatrienyl>-S-phenyl-N-(p-tolylsulphonyl)sulphoximine (142034-15-9)

Guidance literature:

With n-butyllithium; potassium tert-butylate; diethyl chlorophosphate; In tetrahydrofuran; hexane; Yield given. Yields of byproduct given; 1.) -78 deg C, 10 min; 2.) r.t., 30 min;

DOI:10.1016/0040-4020(95)00267-C

Reference yield:

hexahydro-2H-oxepin-2-one (502-44-3,24980-41-4,80137-66-2) → (+)-(SS)-S-<(1E,7E)-1,7,9-decatrienyl>-S-phenyl-N-(p-tolylsulphonyl)sulphoximine (142034-15-9)

Guidance literature:

Multi-step reaction with 9 steps

1: diisobutylaluminum hydride (DIBAL) / toluene / -78 °C

2: H⁺ / CH₂Cl₂ / Ambient temperature

3: CH₂Cl₂ / Ambient temperature

4: diisobutylaluminum hydride (DIBAL) / toluene / -78 °C

5: MnO₂ / CH₂Cl₂

6: tetrahydrofuran

7: MeOH, H⁺

8: (COCl)2, DMSO / CH₂Cl₂ / -60 °C

9: tetrahydrofuran; hexane / 0.5 h / -5 °C

With methanol; manganese(IV) oxide; oxalyl dichloride; hydrogen cation; diisobutylaluminium hydride; dimethyl sulfoxide; In tetrahydrofuran; hexane; dichloromethane; toluene;

DOI:10.1016/S0957-4166(00)80016-6

upstream raw materials:

(6E)-6,8-nonadienal

(+)-(S_S)-S-methyl-S-phenyl-N-(p-tolylsulphonyl)sulphoximine

p-toluenesulfonyl chloride

(-)-(S_S)-(E,E)-1-(S-phenylsulfoximidoyl)-1,7,9-decatriene

Downstream raw materials:

(+/-)-(S_S,1R,5R,6R)-5-bicyclo<4.4.0>-2-decene

(S_S,1S,5S,6S)-5-bicyclo<4.4.0>-2-decene