(R)-2-(benzyloxy)-1-((2R,3R,4S)-3,4-bis(benzyloxy)tetrahydrofuran-2-yl)ethanol

Base Information

• Chemical Name: (R)-2-(benzyloxy)-1-((2R,3R,4S)-3,4-bis(benzyloxy)tetrahydrofuran-2-yl)ethanol
• CAS No.: 79875-96-0
• Molecular Formula: C₂₇H₃₀O₅
• Molecular Weight: 434.532

Synonyms:(R)-2-(benzyloxy)-1-((2R,3R,4S)-3,4-bis(benzyloxy)tetrahydrofuran-2-yl)ethanol

Chemical Property of (R)-2-(benzyloxy)-1-((2R,3R,4S)-3,4-bis(benzyloxy)tetrahydrofuran-2-yl)ethanol

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Technology Process of (R)-2-(benzyloxy)-1-((2R,3R,4S)-3,4-bis(benzyloxy)tetrahydrofuran-2-yl)ethanol

There total 5 articles about (R)-2-(benzyloxy)-1-((2R,3R,4S)-3,4-bis(benzyloxy)tetrahydrofuran-2-yl)ethanol 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: 43.0%

2,3,4,6-tetra-O-benzyl-1-O-tolylsulphonyl-D-glucitol (79875-98-2) → (R)-2-(benzyloxy)-1-((2R,3R,4S)-3,4-bis(benzyloxy)tetrahydrofuran-2-yl)ethanol (79875-96-0) + 1-deoxy-2,3,4,6-tetra-O-benzyl-D-glucopyranose (78890-68-3)

Guidance literature:

With sodium methylate; In methanol; for 3h; Heating;

DOI:10.1039/P19810002267

Reference yield: 13.0%

2,3,4,6-tetra-O-benzyl-D-glucitol (78136-16-0,14233-48-8) + p-toluenesulfonyl chloride (98-59-9) → (R)-2-(benzyloxy)-1-((2R,3R,4S)-3,4-bis(benzyloxy)tetrahydrofuran-2-yl)ethanol (79875-96-0) + 1-deoxy-2,3,4,6-tetra-O-benzyl-D-glucopyranose (78890-68-3) + 2,3,6-tri-O-benzyl-5-O-toluene-p-sulphonyl-1,4-anhydro-D-glucitol (79875-95-9)

Guidance literature:

With pyridine; 1.) 60 deg C, 5 h, 2.) RT, overnight;

DOI:10.1039/P19810002267

Reference yield:

2,3,4,6-tetra-O-benzyl-D-glucitol (78136-16-0,14233-48-8) → (R)-2-(benzyloxy)-1-((2R,3R,4S)-3,4-bis(benzyloxy)tetrahydrofuran-2-yl)ethanol (79875-96-0) + iodomethylbenzene (620-05-3)

Guidance literature:

With iodine; triphenylphosphine;

DOI:10.1016/j.tetlet.2013.02.115

upstream raw materials:

2,3,4,6-tetra-O-benzyl-1-O-tolylsulphonyl-D-glucitol

2,3,4,6-tetra-O-benzyl-D-glucitol

p-toluenesulfonyl chloride

2,3,4,6-Tetra-O-benzyl-α-D-glucose

Downstream raw materials:

1,4-anhydro-D-glucitol

2,3,6-tri-O-benzyl-5-O-toluene-p-sulphonyl-1,4-anhydro-D-glucitol

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