((2R,3S,4R)-3,4-bis(benzyloxy)-5-Methoxytetrahydrofuran-2-yl)Methanol

Base Information

• Chemical Name: ((2R,3S,4R)-3,4-bis(benzyloxy)-5-Methoxytetrahydrofuran-2-yl)Methanol
• CAS No.: 220509-10-4
• Molecular Formula: C20H24O5
• Molecular Weight: 344.4
• Mol file: 220509-10-4.mol

Synonyms:D-Xylofuranoside;Methyl 2,3-di-O-benzyl-D-xylofuranoside;D-Xylofuranoside, Methyl 2,3-bis-O-(phenylMethyl)-;((2R,3S,4R)-3,4-bis(benzyloxy)-5-methoxytetrahydrofuran-2-yl)methano;((2R,3S,4R)-3,4-bis(benzyloxy)-5-Methoxytetrahydrofuran-2-yl)Methanol

Chemical Property of ((2R,3S,4R)-3,4-bis(benzyloxy)-5-Methoxytetrahydrofuran-2-yl)Methanol

Chemical Property:

• PSA: 57.15000
• LogP: 2.52080

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ((2R,3S,4R)-3,4-bis(benzyloxy)-5-Methoxytetrahydrofuran-2-yl)Methanol

There total 7 articles about ((2R,3S,4R)-3,4-bis(benzyloxy)-5-Methoxytetrahydrofuran-2-yl)Methanol 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:

C39H38O5 (1251531-62-0) → methyl 2,3-Di-O-benzyl-D-xylofuranoside (220509-10-4)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃;

DOI:10.1039/c5ob00532a

Reference yield:

methyl 5-O-trityl-D-xylofuranoside → methyl 2,3-Di-O-benzyl-D-xylofuranoside (220509-10-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide / 30 °C

2: toluene-4-sulfonic acid / methanol / 20 °C

With sodium hydride; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1039/c5ob00532a

Reference yield:

methyl xylofuranoside (1824-96-0,1824-97-1,3795-68-4,3795-69-5,4229-54-3,5531-18-0,7473-45-2,13039-63-9,13039-64-0,13039-65-1,13039-67-3,22416-73-5,22861-09-2,25129-51-5,52485-92-4,52689-55-1,52689-56-2,56607-40-0,72880-70-7,79083-42-4,86782-30-1,86782-31-2,89615-03-2,89673-67-6,89707-99-3,102045-32-9,135910-17-7) → methyl 2,3-Di-O-benzyl-D-xylofuranoside (220509-10-4)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap; triethylamine / N,N-dimethyl-formamide / 50 °C

2: sodium hydride / N,N-dimethyl-formamide / 30 °C

3: toluene-4-sulfonic acid / methanol / 20 °C

With dmap; sodium hydride; toluene-4-sulfonic acid; triethylamine; In methanol; N,N-dimethyl-formamide;

DOI:10.1039/c5ob00532a

upstream raw materials:

(2R,3S,4R)-2-Allyloxymethyl-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan

benzyl bromide

(3R,4R,5R)-5-Allyloxymethyl-4-benzyloxy-2-methoxy-tetrahydro-furan-3-ol

D-Xylose

Downstream raw materials:

(2R,3S,4R)-3,4-Bis-benzyloxy-4-[1,3]dithiolan-2-yl-butane-1,2-diol

(3R,4S,5S)-5-Azido-3,4-bis-benzyloxy-2-methoxy-tetrahydro-pyran

Methanesulfonic acid (3R,4R,5R)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-3-yl ester

Methanesulfonic acid (1R,2R,3R)-2,3-bis-benzyloxy-1-hydroxymethyl-4,4-dimethoxy-butyl ester