1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-2-C-(2'-propynyloxy)methyl-D-lyxo-hex-1-enitol

Base Information

• Chemical Name: 1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-2-C-(2'-propynyloxy)methyl-D-lyxo-hex-1-enitol
• CAS No.: 1003194-60-2
• Molecular Formula: C₃₁H₃₂O₅
• Molecular Weight: 484.592

Synonyms:1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-2-C-(2'-propynyloxy)methyl-D-lyxo-hex-1-enitol

Chemical Property of 1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-2-C-(2'-propynyloxy)methyl-D-lyxo-hex-1-enitol

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Technology Process of 1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-2-C-(2'-propynyloxy)methyl-D-lyxo-hex-1-enitol

There total 1 articles about 1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-2-C-(2'-propynyloxy)methyl-D-lyxo-hex-1-enitol 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: 73.0%

propargyl bromide (106-96-7) + 1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-2-hydroxymethyl-D-lyxo-hex-1-enitol (153496-00-5) → 1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-2-C-(2'-propynyloxy)methyl-D-lyxo-hex-1-enitol (1003194-60-2)

Guidance literature:

1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-2-hydroxymethyl-D-lyxo-hex-1-enitol; With sodium hydride; In N,N-dimethyl-formamide; paraffin oil; at 0 ℃; for 0.0833333h;

propargyl bromide; In N,N-dimethyl-formamide; paraffin oil; at 20 ℃; for 4h;

DOI:10.1002/ejoc.200800453

Reference yield: 83.0%

1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-2-C-(2'-propynyloxy)methyl-D-lyxo-hex-1-enitol (1003194-60-2) → prop-2-ynyl 3,4,6-tri-Obenzyl-2-deoxy-2-C-methylene-α-D-lyxo-hexopyranoside (1092103-70-2)

Guidance literature:

With indium(III) chloride; In dichloromethane; at 20 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1002/ejoc.200800453

Reference yield: 72.0%

1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-2-C-(2'-propynyloxy)methyl-D-lyxo-hex-1-enitol (1003194-60-2) + methyl 2,3-O-isopropylidene-α-D-lyxofuranoside (63029-07-2,828937-29-7) → C37H44O9

Guidance literature:

gold(III) chloride; In acetonitrile; at 20 ℃; for 16h;

DOI:10.1016/j.tetlet.2007.10.144

upstream raw materials:

propargyl bromide

1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-2-hydroxymethyl-D-lyxo-hex-1-enitol

Downstream raw materials:

prop-2-ynyl 3,4,6-tri-Obenzyl-2-deoxy-2-C-methylene-α-D-lyxo-hexopyranoside

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