methyl (6R)-<6-2H>-2,3,4-tri-O-benzyl-6-O-triphenylmethyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl (6R)-<6-2H>-2,3,4-tri-O-benzyl-6-O-triphenylmethyl-α-D-glucopyranoside
• CAS No.: 158774-71-1
• Molecular Formula: C₄₇H₄₆O₆
• Molecular Weight: 707.871
• Mol file: 158774-71-1.mol

Synonyms:methyl (6R)-<6-2H>-2,3,4-tri-O-benzyl-6-O-triphenylmethyl-α-D-glucopyranoside

Chemical Property of methyl (6R)-<6-2H>-2,3,4-tri-O-benzyl-6-O-triphenylmethyl-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (6R)-<6-2H>-2,3,4-tri-O-benzyl-6-O-triphenylmethyl-α-D-glucopyranoside

There total 1 articles about methyl (6R)-<6-2H>-2,3,4-tri-O-benzyl-6-O-triphenylmethyl-α-D-glucopyranoside 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:

methanol (67-56-1) + trityl chloride (76-83-5) + benzyl chloride (100-44-7) + (6R)-(6-2H1)-3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose (66108-75-6) → methyl (6R)-<6-2H>-2,3,4-tri-O-benzyl-6-O-triphenylmethyl-α-D-glucopyranoside (158774-71-1) + methyl (6R)-<6-2H>-2,3,4-tri-O-benzyl-6-O-triphenylmethyl-β-D-glucopyranoside

Guidance literature:

With pyridine; dmap; sodium hydroxide; sulfuric acid; Yield given. Multistep reaction. Yields of byproduct given; 1.) 80 deg C, 22 h, 2.) 60 deg C, 1 h, 3.) dimethylsulfoxide, room temperature, 30 min;

DOI:10.1016/S0040-4020(01)86708-9

Reference yield: 76.0%

methyl (6R)-<6-2H>-2,3,4-tri-O-benzyl-6-O-triphenylmethyl-α-D-glucopyranoside (158774-71-1) → methyl (6R)-<6-2H>-2,3,4-tri-O-benzyl-β-D-glucopyranoside + methyl (6R)-<6-2H>-2,3,4-tri-O-benzyl-α-D-glucopyranoside (158774-73-3)

Guidance literature:

With sulfuric acid; In tetrahydrofuran; methanol; for 0.5h; Heating;

DOI:10.1016/S0040-4020(01)86708-9

Reference yield:

methyl (6R)-<6-2H>-2,3,4-tri-O-benzyl-6-O-triphenylmethyl-α-D-glucopyranoside (158774-71-1) → methyl (E)-<6-2H>-2,3,4-tri-O-benzyl-6-deoxy-α-D-xylo-hex-5-enopyranoside (158774-76-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / conc. sulfuric acid / methanol; tetrahydrofuran / 0.5 h / Heating

2: 89 percent / pyridine, tributylphosphine / 24 h / Ambient temperature

3: 60 percent / 30 percent H₂O₂, triethylamine / tetrahydrofuran / 1.) room temperature, 5 h, 2.) 60 deg C, 36 h

With pyridine; tributylphosphine; sulfuric acid; dihydrogen peroxide; triethylamine; In tetrahydrofuran; methanol;

DOI:10.1016/S0040-4020(01)86708-9

upstream raw materials:

methanol

trityl chloride

benzyl chloride

(6R)-(6-²H₁)-3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose

Downstream raw materials:

methyl (6R)-<6-2H>-2,3,4-tri-O-benzyl-α-D-glucopyranoside

methyl (E)-<6-2H>-2,3,4-tri-O-benzyl-6-deoxy-α-D-xylo-hex-5-enopyranoside