(S)-1-<3,4-dihydro-2,5,7,8-tetramethyl-6-benzyloxychroman-2-yl>-3'-phenylsulfonyl-2-propanone

Base Information

• Chemical Name: (S)-1-<3,4-dihydro-2,5,7,8-tetramethyl-6-benzyloxychroman-2-yl>-3'-phenylsulfonyl-2-propanone
• CAS No.: 119775-99-4
• Molecular Formula: C₂₉H₃₂O₅S
• Molecular Weight: 492.636
• Mol file: 119775-99-4.mol

Synonyms:(S)-1-<3,4-dihydro-2,5,7,8-tetramethyl-6-benzyloxychroman-2-yl>-3'-phenylsulfonyl-2-propanone

Chemical Property of (S)-1-<3,4-dihydro-2,5,7,8-tetramethyl-6-benzyloxychroman-2-yl>-3'-phenylsulfonyl-2-propanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-<3,4-dihydro-2,5,7,8-tetramethyl-6-benzyloxychroman-2-yl>-3'-phenylsulfonyl-2-propanone

There total 3 articles about (S)-1-<3,4-dihydro-2,5,7,8-tetramethyl-6-benzyloxychroman-2-yl>-3'-phenylsulfonyl-2-propanone 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: 90.8%

(2S)-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-yl)acetic acid methyl ester (58846-72-3) + methylphenylsulfonate (3112-85-4) → (S)-1-<3,4-dihydro-2,5,7,8-tetramethyl-6-benzyloxychroman-2-yl>-3'-phenylsulfonyl-2-propanone (119775-99-4)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; hexane;

Reference yield:

(-)-(S)-methyl(6-hydroxy-2,5,7,8-tetramethylchroman-2-yl)acetate (58846-71-2) → (S)-1-<3,4-dihydro-2,5,7,8-tetramethyl-6-benzyloxychroman-2-yl>-3'-phenylsulfonyl-2-propanone (119775-99-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90.4 percent / K₂CO₃ / dimethylformamide / 120 h / Ambient temperature

2: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 15 min, 2.) THF, hexane, 0 deg C, 2 h

With n-butyllithium; potassium carbonate; In N,N-dimethyl-formamide;

Reference yield:

(S)-(-)-3,4-Dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-acetic acid (53730-39-5) → (S)-1-<3,4-dihydro-2,5,7,8-tetramethyl-6-benzyloxychroman-2-yl>-3'-phenylsulfonyl-2-propanone (119775-99-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 214.2 g / TsOH*H₂O / 18 h / Heating

2: 90.4 percent / K₂CO₃ / dimethylformamide / 120 h / Ambient temperature

3: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 15 min, 2.) THF, hexane, 0 deg C, 2 h

With n-butyllithium; potassium carbonate; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;

upstream raw materials:

(2S)-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-yl)acetic acid methyl ester

methylphenylsulfonate

(-)-(S)-methyl(6-hydroxy-2,5,7,8-tetramethylchroman-2-yl)acetate

(S)-(-)-3,4-Dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-acetic acid

Downstream raw materials:

Vitamin E benzyl ether

<2S-(4R,5E,8R)>-1-<2,5,7,8-tetramethyl-6-benzyloxychroman-2-yl>-4,8,12-trimethyl-3-phenylsulfonyltrideca-2,5,11-triene

(2S,4'R,8'R)-2',5',11'-α-tocotrienol benzyl ether

Tocopherol