1-(2,3,4,6-tetra-O-benzyl-D-gluco-β-C-pyranosyl)-3-phenyl-prop-2-yn-(1S)-ol

Base Information

• Chemical Name: 1-(2,3,4,6-tetra-O-benzyl-D-gluco-β-C-pyranosyl)-3-phenyl-prop-2-yn-(1S)-ol
• CAS No.: 608530-06-9
• Molecular Formula: C₄₃H₄₂O₆
• Molecular Weight: 654.803
• Mol file: 608530-06-9.mol

Synonyms:1-(2,3,4,6-tetra-O-benzyl-D-gluco-β-C-pyranosyl)-3-phenyl-prop-2-yn-(1S)-ol

Chemical Property of 1-(2,3,4,6-tetra-O-benzyl-D-gluco-β-C-pyranosyl)-3-phenyl-prop-2-yn-(1S)-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2,3,4,6-tetra-O-benzyl-D-gluco-β-C-pyranosyl)-3-phenyl-prop-2-yn-(1S)-ol

There total 3 articles about 1-(2,3,4,6-tetra-O-benzyl-D-gluco-β-C-pyranosyl)-3-phenyl-prop-2-yn-(1S)-ol 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: 57.0%

1-iodo-2-phenylethyne (932-88-7) + 2,3,4,6-tetra-O-benzyl-1-formyl-D-glucopyranose (113019-43-5,140397-45-1,140397-46-2,140397-47-3,140397-49-5,91738-17-9) → 1-(2,3,4,6-tetra-O-benzyl-D-gluco-β-C-pyranosyl)-3-phenyl-prop-2-yn-(1R)-ol (608530-04-7) + 1-(2,3,4,6-tetra-O-benzyl-D-gluco-β-C-pyranosyl)-3-phenyl-prop-2-yn-(1S)-ol (608530-06-9)

Guidance literature:

With indium; In dichloromethane; for 8h; Heating;

DOI:10.1055/s-2006-926353

Reference yield:

2,3,4,6-tetra-O-benzyl-1-formyl-D-glucopyranose (113019-43-5,140397-45-1,140397-46-2,140397-47-3,140397-49-5,91738-17-9) + phenylacetylene (536-74-3) → 1-(2,3,4,6-tetra-O-benzyl-D-gluco-β-C-pyranosyl)-3-phenyl-prop-2-yn-(1R)-ol (608530-04-7) + 1-(2,3,4,6-tetra-O-benzyl-D-gluco-β-C-pyranosyl)-3-phenyl-prop-2-yn-(1S)-ol (608530-06-9)

Guidance literature:

With methyllithium; magnesium bromide; In diethyl ether; at -30 - 20 ℃;

DOI:10.1002/ejoc.200300255

Reference yield:

phenylacetylene (536-74-3) → 1-(2,3,4,6-tetra-O-benzyl-D-gluco-β-C-pyranosyl)-3-phenyl-prop-2-yn-(1S)-ol (608530-06-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / I₂; morpholine / benzene / 24 h / 45 °C

2: 30 percent / In / CH₂Cl₂ / 8 h / Heating

With morpholine; indium; iodine; In dichloromethane; benzene;

DOI:10.1055/s-2006-926353

upstream raw materials:

2,3,4,6-tetra-O-benzyl-1-formyl-D-glucopyranose

phenylacetylene

1-iodo-2-phenylethyne