(-)-(1R,2R)-2-methoxy-1-(3-tosyloxypropoxy)-1,2-diphenylethane

Base Information

• Chemical Name: (-)-(1R,2R)-2-methoxy-1-(3-tosyloxypropoxy)-1,2-diphenylethane
• CAS No.: 249622-06-8
• Molecular Formula: C₂₅H₂₈O₅S
• Molecular Weight: 440.56
• Mol file: 249622-06-8.mol

Synonyms:(-)-(1R,2R)-2-methoxy-1-(3-tosyloxypropoxy)-1,2-diphenylethane

Chemical Property of (-)-(1R,2R)-2-methoxy-1-(3-tosyloxypropoxy)-1,2-diphenylethane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(1R,2R)-2-methoxy-1-(3-tosyloxypropoxy)-1,2-diphenylethane

There total 3 articles about (-)-(1R,2R)-2-methoxy-1-(3-tosyloxypropoxy)-1,2-diphenylethane 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: 70.0%

p-toluenesulfonyl chloride (98-59-9) + (-)-(1R,2R)-2-methoxy-1-(3-hydroxypropoxy)-1,2-diphenylethane (249622-05-7) → (-)-(1R,2R)-2-methoxy-1-(3-tosyloxypropoxy)-1,2-diphenylethane (249622-06-8)

Guidance literature:

In pyridine; at 0 ℃; for 20h;

DOI:10.1016/S0040-4020(99)00644-4

Reference yield:

(1R,2R)-2-methoxy-1,2-diphenylethan-1-ol (115889-24-2) → (-)-(1R,2R)-2-methoxy-1-(3-tosyloxypropoxy)-1,2-diphenylethane (249622-06-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 1 h / 80 °C

1.2: 91 percent / dimethylformamide / 20 h / 80 °C

2.1: 97 percent / conc. HCl / methanol / 2 h / 20 °C

3.1: 70 percent / pyridine / 20 h / 0 °C

With hydrogenchloride; sodium hydride; In pyridine; methanol; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Substitution / 2.1: Hydrolysis / 3.1: Tosylation;

DOI:10.1016/S0040-4020(99)00644-4

Reference yield:

(-)-(1R,2R)-2-methoxy-1-(2-trityloxypropoxy)-1,2-diphenylethane (249622-04-6) → (-)-(1R,2R)-2-methoxy-1-(3-tosyloxypropoxy)-1,2-diphenylethane (249622-06-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / conc. HCl / methanol / 2 h / 20 °C

2: 70 percent / pyridine / 20 h / 0 °C

With hydrogenchloride; In pyridine; methanol; 1: Hydrolysis / 2: Tosylation;

DOI:10.1016/S0040-4020(99)00644-4

upstream raw materials:

p-toluenesulfonyl chloride

(-)-(1R,2R)-2-methoxy-1-(3-hydroxypropoxy)-1,2-diphenylethane

(1R,2R)-2-methoxy-1,2-diphenylethan-1-ol

(-)-(1R,2R)-2-methoxy-1-(2-trityloxypropoxy)-1,2-diphenylethane

Downstream raw materials:

(-)-(1R,2R)-1-[2-(N-Boc-N-isopropylamino)propoxy]-2-methoxy-1,2-diphenylethane