(3R)-1-(4-methylbenzenesulfonate)-4,4-dimethyl-1,3-pentanediol

Base Information

• Chemical Name: (3R)-1-(4-methylbenzenesulfonate)-4,4-dimethyl-1,3-pentanediol
• CAS No.: 464195-28-6
• Molecular Formula: C₁₄H₂₂O₄S
• Molecular Weight: 286.392
• Mol file: 464195-28-6.mol

Synonyms:(3R)-1-(4-methylbenzenesulfonate)-4,4-dimethyl-1,3-pentanediol

Chemical Property of (3R)-1-(4-methylbenzenesulfonate)-4,4-dimethyl-1,3-pentanediol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R)-1-(4-methylbenzenesulfonate)-4,4-dimethyl-1,3-pentanediol

There total 2 articles about (3R)-1-(4-methylbenzenesulfonate)-4,4-dimethyl-1,3-pentanediol 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: 82.0%

p-toluenesulfonyl chloride (98-59-9) + (R)-4,4-dimethyl-1,3-pentanediol (158724-91-5) → (3R)-1-(4-methylbenzenesulfonate)-4,4-dimethyl-1,3-pentanediol (464195-28-6)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jo010880f

Reference yield:

((2S,3S)-3-(tert-butyl)oxiran-2-yl)methanol (100101-90-4) → (3R)-1-(4-methylbenzenesulfonate)-4,4-dimethyl-1,3-pentanediol (464195-28-6)

Guidance literature:

Multi-step reaction with 2 steps

1: Red-Al / tetrahydrofuran / -20 deg C to r.t.

2: DMAP, pyridine / CH₂Cl₂ / 0 deg C to r.t.

With pyridine; dmap; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(97)01580-3

Reference yield:

acetic anhydride (108-24-7) + (3R)-1-(4-methylbenzenesulfonate)-4,4-dimethyl-1,3-pentanediol (464195-28-6) → (R,R)-4,4-dimethyl-3-acetate 1-(4-methylbenzenesulfonate)-1,3-pentanediol (464195-29-7)

Guidance literature:

With dmap; triethylamine; Yield given;

DOI:10.1016/S0040-4039(97)01580-3

upstream raw materials:

p-toluenesulfonyl chloride

(R)-4,4-dimethyl-1,3-pentanediol

((2S,3S)-3-(tert-butyl)oxiran-2-yl)methanol

Downstream raw materials:

(R,R)-4,4-dimethyl-3-acetate 1-(4-methylbenzenesulfonate)-1,3-pentanediol