(2R,3R)-2-(methanesulfonyl)oxy-1-(4-methoxybenzyl)oxy-3-methyl-4-phenylbutane

Base Information

• Chemical Name: (2R,3R)-2-(methanesulfonyl)oxy-1-(4-methoxybenzyl)oxy-3-methyl-4-phenylbutane
• CAS No.: 219607-72-4
• Molecular Formula: C₂₀H₂₆O₅S
• Molecular Weight: 378.489
• Mol file: 219607-72-4.mol

Synonyms:(2R,3R)-2-(methanesulfonyl)oxy-1-(4-methoxybenzyl)oxy-3-methyl-4-phenylbutane

Chemical Property of (2R,3R)-2-(methanesulfonyl)oxy-1-(4-methoxybenzyl)oxy-3-methyl-4-phenylbutane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-2-(methanesulfonyl)oxy-1-(4-methoxybenzyl)oxy-3-methyl-4-phenylbutane

There total 4 articles about (2R,3R)-2-(methanesulfonyl)oxy-1-(4-methoxybenzyl)oxy-3-methyl-4-phenylbutane 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: 93.0%

methanesulfonyl chloride (124-63-0) + (2R,3R)-1-(4-methoxybenzyl)oxy-3-methyl-4-phenyl-2-butanol (219607-71-3) → (2R,3R)-2-(methanesulfonyl)oxy-1-(4-methoxybenzyl)oxy-3-methyl-4-phenylbutane (219607-72-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 6h;

DOI:10.1248/cpb.46.1816

Reference yield:

(2E)-4-phenylbut-2-en-1-ol (42238-15-3,22910-59-4,49676-93-9) → (2R,3R)-2-(methanesulfonyl)oxy-1-(4-methoxybenzyl)oxy-3-methyl-4-phenylbutane (219607-72-4)

Guidance literature:

Multi-step reaction with 4 steps

1: titanium isopropoxide, diethyl L-tartrate, tert-butyl hydroperoxide, 4A molecular sieves / CH₂Cl₂ / 4 h / -20 °C

2: 97 percent / NaH / tetrahydrofuran; dimethylformamide / 20 h / Ambient temperature

3: 1.) n-butyllithium / 1.) hexane, toluene, -20 deg C, 2.) hexane, toluene, -20 deg C, 24 h

4: 93 percent / Et₃N / CH₂Cl₂ / 6 h / 0 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; diethyl (2R,3R)-tartrate; 4 A molecular sieve; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.46.1816

Reference yield:

(2S-trans)-3-(Phenylmethyl)oxiranemethanol (78571-81-0,81096-89-1,85531-71-1,99883-80-4,116949-62-3,128575-26-8) → (2R,3R)-2-(methanesulfonyl)oxy-1-(4-methoxybenzyl)oxy-3-methyl-4-phenylbutane (219607-72-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / NaH / tetrahydrofuran; dimethylformamide / 20 h / Ambient temperature

2: 1.) n-butyllithium / 1.) hexane, toluene, -20 deg C, 2.) hexane, toluene, -20 deg C, 24 h

3: 93 percent / Et₃N / CH₂Cl₂ / 6 h / 0 °C

With n-butyllithium; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.46.1816

upstream raw materials:

methanesulfonyl chloride

(2R,3R)-1-(4-methoxybenzyl)oxy-3-methyl-4-phenyl-2-butanol

(2E)-4-phenylbut-2-en-1-ol

(2S-trans)-3-(Phenylmethyl)oxiranemethanol

Downstream raw materials:

(2R,3R)-2-methyl-1-phenyl-5-hexyn-3-ol

(2S,3R)-1,2-epoxy-3-methyl-4-phenylbutane

(4R,5R)-4-benzyloxy-5-methyl-6-phenyl-1-hexyne

(2R,3R)-2-(methanesulfonyl)oxy-3-methyl-4-phenyl-1-butanol