(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-one

Base Information

• Chemical Name: (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-one
• CAS No.: 1461750-25-3
• Molecular Formula: C₂₇H₂₈O₅
• Molecular Weight: 432.516
• Mol file: 1461750-25-3.mol

Synonyms:(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-one

Chemical Property of (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-one

Chemical Property:

• Boiling Point: 585.4±50.0 °C(Predicted)
• Density: 1.19±0.1 g/cm3(Predicted)

Purity/Quality:

98.0%min ^*data from raw suppliers

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-one

There total 21 articles about (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-one 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: 100.0%

C27H30O5 → (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-one (1461750-25-3)

Guidance literature:

With acetic anhydride; dimethyl sulfoxide; In dimethyl sulfoxide; at 20 - 30 ℃; for 10h; Concentration; Temperature; Large scale;

Reference yield: 98.0%

2,3,4-tri-O-benzyl-6-deoxy-D-glucopyranose (33639-75-7,86795-38-2,101802-96-4,127875-50-7,134311-86-7,134312-04-2) → (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-one (1461750-25-3)

Guidance literature:

With acetic anhydride; In dimethyl sulfoxide; at 20 ℃;

DOI:10.1016/j.ejmech.2019.07.032

Reference yield: 98.0%

(2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-ol → (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-one (1461750-25-3)

Guidance literature:

With acetic anhydride; In dimethyl sulfoxide; at 20 ℃;

upstream raw materials:

methyl 6-deoxy-6-iodo-2,3,4-tri-O-benzyl-α-D-glucopyranoside

(2S,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-2-methoxy-6-methyltetrahydro-2H-pyran

2,3,4-tri-O-benzyl-6-deoxy-D-glucopyranose

methyl-alpha-D-glucopyranoside

Downstream raw materials:

(1S)-1,6-dideoxy-1-[4-methoxy-3-(trans-4-n-propylcyclohexyl)methylphenyl]-D-glucopyranose