(2R,3S)-2-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-ol

Base Information

• Chemical Name: (2R,3S)-2-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-ol
• CAS No.: 151265-78-0
• Molecular Formula: C₂₅H₂₆O₄
• Molecular Weight: 390.479
• Mol file: 151265-78-0.mol

Synonyms:(2R,3S)-2-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-ol

Chemical Property of (2R,3S)-2-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-2-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-ol

There total 4 articles about (2R,3S)-2-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-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: 91.0%

(2R,3S)-2-(hydroxymethyl)tetrahydrofuran-3-ol (91547-59-0) + mono-4-methoxytrityl chloride (14470-28-1) → (2R,3S)-2-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-ol (151265-78-0)

Guidance literature:

With pyridine;

DOI:10.1021/ja00074a046

Reference yield:

methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose (4330-34-1) → (2R,3S)-2-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-ol (151265-78-0)

Guidance literature:

Multi-step reaction with 4 steps

1: HCl, AcOH

2: 69 percent / Bu₃SnH, AIBN / benzene / 80 °C

3: 88 percent / aq. NaOH

4: 91 percent / pyridine

With pyridine; hydrogenchloride; sodium hydroxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; acetic acid; In benzene;

DOI:10.1021/ja00074a046

Reference yield:

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride (4330-21-6) → (2R,3S)-2-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-ol (151265-78-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 69 percent / Bu₃SnH, AIBN / benzene / 80 °C

2: 88 percent / aq. NaOH

3: 91 percent / pyridine

With pyridine; sodium hydroxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene;

DOI:10.1021/ja00074a046

upstream raw materials:

(2R,3S)-2-(hydroxymethyl)tetrahydrofuran-3-ol

mono-4-methoxytrityl chloride

methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose

di-O-toluoyl-1,2-dideoxy-D-ribose

Downstream raw materials:

(S)-(tetrahydrofuran-2-yl)methanol

(S)-2-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan

Phosphoric acid 2-cyano-ethyl ester ethyl ester (2R,3S)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester