(1R,2R)-3-(2-hydroxyphenyl)-1-phenylpropane-1,2-diol

Base Information

• Chemical Name: (1R,2R)-3-(2-hydroxyphenyl)-1-phenylpropane-1,2-diol
• CAS No.: 1350895-99-6
• Molecular Formula: C₁₅H₁₆O₃
• Molecular Weight: 244.29
• Mol file: 1350895-99-6.mol

Synonyms:(1R,2R)-3-(2-hydroxyphenyl)-1-phenylpropane-1,2-diol

Chemical Property of (1R,2R)-3-(2-hydroxyphenyl)-1-phenylpropane-1,2-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R)-3-(2-hydroxyphenyl)-1-phenylpropane-1,2-diol

There total 6 articles about (1R,2R)-3-(2-hydroxyphenyl)-1-phenylpropane-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: 99.0%

C17H20O4 (1350895-98-5) → (1R,2R)-3-(2-hydroxyphenyl)-1-phenylpropane-1,2-diol (1350895-99-6)

Guidance literature:

With hydrogenchloride; In methanol; diethyl ether; water; for 7.5h; Reflux;

DOI:10.1016/j.bmcl.2011.09.116

Reference yield:

1-Phenyl-2-propyn-1-ol (4187-87-5) → (1R,2R)-3-(2-hydroxyphenyl)-1-phenylpropane-1,2-diol (1350895-99-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 1.5 h / 0 - 20 °C / Inert atmosphere

2.1: hydrogen / ethanol / 3 h / 20 °C / Inert atmosphere

3.1: toluene / 31 h / 110 °C / Inert atmosphere

4.1: sodium hydride / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere

4.2: 0 - 20 °C / Inert atmosphere

5.1: AD-mix β; methanesulfonamide / tetrahydrofuran; water; tert-butyl alcohol / 120 h / 0 °C

6.1: hydrogenchloride / methanol; diethyl ether; water / 7.5 h / Reflux

With hydrogenchloride; methanesulfonamide; di-isopropyl azodicarboxylate; AD-mix β; hydrogen; sodium hydride; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; ethanol; water; toluene; tert-butyl alcohol; 1.1: Mitsunobu reaction / 5.1: Sharpless dihydroxylation;

DOI:10.1016/j.bmcl.2011.09.116

Reference yield:

3-(2-hydroxyphenyl)-1-phenyl-1-propene (24114-57-6) → (1R,2R)-3-(2-hydroxyphenyl)-1-phenylpropane-1,2-diol (1350895-99-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: AD-mix β; methanesulfonamide / tetrahydrofuran; water; tert-butyl alcohol / 120 h / 0 °C

3.1: hydrogenchloride / methanol; diethyl ether; water / 7.5 h / Reflux

With hydrogenchloride; methanesulfonamide; AD-mix β; sodium hydride; In tetrahydrofuran; methanol; diethyl ether; water; tert-butyl alcohol; 2.1: Sharpless dihydroxylation;

DOI:10.1016/j.bmcl.2011.09.116

upstream raw materials:

C₁₇H₁₈O₂

C₁₇H₂₀O₄

3-(2-hydroxyphenyl)-1-phenyl-1-propene

1-Phenyl-2-propyn-1-ol

Downstream raw materials:

(2R,3S)-2-phenylchroman-3-ol

(2S,3R)-trans-flavan-3-ol

(-)-trans-(2S,3R)-phenylflavan-3-yl-3,4,5-tris(benzyloxy)benzoate

(-)-(2S,3R)-trans-phenylflavan-3-yl-O-gallate