(2R,3S)-3-(dibenzylamino)-1-[(R)-p-tolylsulfinyl]butan-2-ol

Base Information

• Chemical Name: (2R,3S)-3-(dibenzylamino)-1-[(R)-p-tolylsulfinyl]butan-2-ol
• CAS No.: 1279699-93-2
• Molecular Formula: C₂₅H₂₉NO₂S
• Molecular Weight: 407.577
• Mol file: 1279699-93-2.mol

Synonyms:(2R,3S)-3-(dibenzylamino)-1-[(R)-p-tolylsulfinyl]butan-2-ol

Chemical Property of (2R,3S)-3-(dibenzylamino)-1-[(R)-p-tolylsulfinyl]butan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-3-(dibenzylamino)-1-[(R)-p-tolylsulfinyl]butan-2-ol

There total 6 articles about (2R,3S)-3-(dibenzylamino)-1-[(R)-p-tolylsulfinyl]butan-2-ol 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: 96.0%

(S)-3-(dibenzylamino)-1-[(R)-p-tolylsulfinyl]butan-2-one (1279699-92-1) → (2R,3S)-3-(dibenzylamino)-1-[(R)-p-tolylsulfinyl]butan-2-ol (1279699-93-2)

Guidance literature:

(S)-3-(dibenzylamino)-1-[(R)-p-tolylsulfinyl]butan-2-one; With zinc(II) iodide; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

With diisobutylaluminium hydride; In tetrahydrofuran; at -78 ℃; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1055/s-0031-1289746

Reference yield:

(RS)-3-bromo-1-(p-tolylsulfinyl)butan-2-one (503830-53-3) → (2R,3S)-3-(dibenzylamino)-1-[(R)-p-tolylsulfinyl]butan-2-ol (1279699-93-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 5 h / 20 °C / Inert atmosphere

2.1: diisobutylaluminium hydride; zinc(II) iodide / tetrahydrofuran; toluene / 1.5 h / -78 - 20 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

With diisobutylaluminium hydride; zinc(II) iodide; In tetrahydrofuran; toluene;

DOI:10.1002/ejoc.201001403

Reference yield:

(S)-3-(dibenzylamino)-1-[(R)-p-tolylsulfinyl]butan-2-one (1279699-92-1) → (2S,3S)-3-(dibenzylamino)-1-[(R)-p-tolylsulfinyl]butan-2-ol + (2R,3S)-3-(dibenzylamino)-1-[(R)-p-tolylsulfinyl]butan-2-ol (1279699-93-2)

Guidance literature:

(S)-3-(dibenzylamino)-1-[(R)-p-tolylsulfinyl]butan-2-one; With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -78 ℃; Inert atmosphere;

With methanol; In tetrahydrofuran; toluene; at -78 - 20 ℃; optical yield given as %de; Inert atmosphere;

DOI:10.1002/ejoc.201001403

upstream raw materials:

(S)-3-(dibenzylamino)-1-[(R)-p-tolylsulfinyl]butan-2-one

(R)-methyl p-tolyl sulfoxide

(R_S)-3-bromo-1-(p-tolylsulfinyl)butan-2-one

dibenzylamine

Downstream raw materials:

(2R)-[(1S)-1-(dibenzylamino)ethyl]oxirane

(2R,3S)-3-(dibenzylamino)-2-[(4-methoxybenzyl)oxy]butan-1-ol

(2R,3S)-3-(benzylamino)-1-[(4-methoxybenzyl)oxy]butan-2-ol

(2R,3S)-3-(dibenzylamino)-2-[(4-methoxybenzyl)oxy]butanoic acid