1,2-O-(1-Methylethylidene)-3,6-bis-O-(triphenylmethyl)-alpha-D-glucofuranose

Base Information

• Chemical Name: 1,2-O-(1-Methylethylidene)-3,6-bis-O-(triphenylmethyl)-alpha-D-glucofuranose
• CAS No.: 252057-02-6
• Molecular Formula: C₄₇H₄₄O₆
• Molecular Weight: 704.863
• DSSTox Substance ID: DTXSID601148538
• Nikkaji Number: J1.187.173I

Synonyms:DTXSID601148538;252057-02-6;1,2-O-(1-Methylethylidene)-3,6-bis-O-(triphenylmethyl)-alpha-D-glucofuranose

Chemical Property of 1,2-O-(1-Methylethylidene)-3,6-bis-O-(triphenylmethyl)-alpha-D-glucofuranose

Chemical Property:

• XLogP3: 8.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 704.31378912
• Heavy Atom Count: 53
• Complexity: 1010

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(OC2C(C(OC2O1)C(COC(C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5)O)OC(C6=CC=CC=C6)(C7=CC=CC=C7)C8=CC=CC=C8)C
• Isomeric SMILES: CC1(O[C@@H]2[C@H]([C@H](O[C@@H]2O1)[C@@H](COC(C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5)O)OC(C6=CC=CC=C6)(C7=CC=CC=C7)C8=CC=CC=C8)C

Technology Process of 1,2-O-(1-Methylethylidene)-3,6-bis-O-(triphenylmethyl)-alpha-D-glucofuranose

There total 4 articles about 1,2-O-(1-Methylethylidene)-3,6-bis-O-(triphenylmethyl)-alpha-D-glucofuranose 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: 90.0%

1,2-O-isopropylidene-5,6-di-O-trityl-α-D-glucofuranose (252057-03-7) → 1,2-O-isopropylidene-6-O-trityl-α-D-glucofuranoside (33737-08-5) + 1,2-O-isopropylidene-3,6-di-O-trityl-α-D-glucofuranose (252057-02-6)

Guidance literature:

With pyridine; pyridine hydrochloride; at 115 ℃; for 20h;

DOI:10.1248/cpb.47.1481

Reference yield: 66.0%

trityl chloride (76-83-5) + 1,2-O-isopropylidene-α-D-glucofuranose (18549-40-1) → 1,2-O-isopropylidene-6-O-trityl-α-D-glucofuranoside (33737-08-5) + 1,2-O-isopropylidene-3,6-di-O-trityl-α-D-glucofuranose (252057-02-6) + 1,2-O-isopropylidene-5,6-di-O-trityl-α-D-glucofuranose (252057-03-7)

Guidance literature:

With pyridine; at 50 ℃; for 20h;

DOI:10.1248/cpb.47.1481

Reference yield: 50.0%

trityl chloride (76-83-5) + 1,2-O-isopropylidene-α-D-glucofuranose (18549-40-1) → 1,2-O-isopropylidene-6-O-trityl-α-D-glucofuranoside (33737-08-5) + 1,2-O-isopropylidene-3,6-di-O-trityl-α-D-glucofuranose (252057-02-6) + 1,2-O-isopropylidene-5,6-di-O-trityl-α-D-glucofuranose (252057-03-7) + 1,2-O-isopropylidene-3,5,6-tri-O-trityl-α-D-glucofuranose

Guidance literature:

With pyridine; at 70 ℃; for 20h;

DOI:10.1248/cpb.47.1481

upstream raw materials:

trityl chloride

1,2-O-isopropylidene-α-D-glucofuranose

1,2-O-isopropylidene-5,6-di-O-trityl-α-D-glucofuranose

Downstream raw materials:

1,2-O-isopropylidene-6-O-trityl-α-D-glucofuranoside

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