(R)-2-methyl-4-phenylbutane-1,2-diol

Base Information

• Chemical Name: (R)-2-methyl-4-phenylbutane-1,2-diol
• CAS No.: 910230-21-6
• Molecular Formula: C₁₁H₁₆O₂
• Molecular Weight: 180.247
• Mol file: 910230-21-6.mol

Synonyms:

Chemical Property of (R)-2-methyl-4-phenylbutane-1,2-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-methyl-4-phenylbutane-1,2-diol

There total 10 articles about (R)-2-methyl-4-phenylbutane-1,2-diol 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:

2-methyl-4-phenyl-1-butene (6683-51-8) → (R)-2-methyl-4-phenylbutane-1,2-diol (910230-21-6) + (S)-2-methyl-4-phenylbutane-1,2-diol

Guidance literature:

With AD-mix-β; In water; tert-butyl alcohol; at 0 - 20 ℃; Title compound not separated from byproducts;

DOI:10.1246/bcsj.79.1106

Reference yield:

C14H21NO2 → (R)-2-methyl-4-phenylbutane-1,2-diol (910230-21-6) + (S)-2-methyl-4-phenylbutane-1,2-diol

Guidance literature:

With hydrogen; boric acid; In tetrahydrofuran; methanol; water; for 6h; under 760.051 Torr; Overall yield = 80 %; Overall yield = 30 mg;

DOI:10.1002/anie.201509137

Reference yield:

2-methyl-4-phenyl-but-2-en-1-ol (121517-90-6) → (R)-2-methyl-4-phenylbutane-1,2-diol (910230-21-6) + (S)-2-methyl-4-phenylbutane-1,2-diol

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-hydroxyphthalimide; triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

1.2: 0.5 h / Inert atmosphere

1.3: 1 h / Inert atmosphere

2.1: bis(norbornadiene)rhodium(l)tetrafluoroborate; (R)-2-(2,3,4,5-tetrahydrobenzo[b]oxepin-3-yl)acetic acid tert-butyl ester / tetrahydrofuran / 7 h / 20 - 40 °C / Inert atmosphere

3.1: sodium hydroxide; dihydrogen peroxide / methanol; water / 2 h / 0 - 20 °C / Inert atmosphere

4.1: boric acid; hydrogen / methanol; tetrahydrofuran; water / 6 h / 760.05 Torr

With bis(norbornadiene)rhodium(l)tetrafluoroborate; N-hydroxyphthalimide; (R)-2-(2,3,4,5-tetrahydrobenzo[b]oxepin-3-yl)acetic acid tert-butyl ester; di-isopropyl azodicarboxylate; hydrogen; dihydrogen peroxide; boric acid; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; methanol; water;

DOI:10.1002/anie.201509137

upstream raw materials:

2-methyl-4-phenyl-1-butene

2-methyl-4-phenyl-but-2-en-1-ol

2-methyl-4-phenyl-crotonaldehyde

4-phenyl-2-(hydroxymethyl)but-1-ene

Downstream raw materials:

(R)-2-hydroxy-2-methyl-4-phenylbutyl p-toluenesulfonate