methyl (Z)-2,3,4-tri-O-benzyl-6,7-dideoxy-8-(trifluoroacetimidyloxy)-α-D-gluco-oct-6-enpyranoside

Base Information

• Chemical Name: methyl (Z)-2,3,4-tri-O-benzyl-6,7-dideoxy-8-(trifluoroacetimidyloxy)-α-D-gluco-oct-6-enpyranoside
• CAS No.: 1161750-70-4
• Molecular Formula: C₃₂H₃₄F₃NO₆
• Molecular Weight: 585.62

Synonyms:methyl (Z)-2,3,4-tri-O-benzyl-6,7-dideoxy-8-(trifluoroacetimidyloxy)-α-D-gluco-oct-6-enpyranoside

Chemical Property of methyl (Z)-2,3,4-tri-O-benzyl-6,7-dideoxy-8-(trifluoroacetimidyloxy)-α-D-gluco-oct-6-enpyranoside

Chemical Property:

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Technology Process of methyl (Z)-2,3,4-tri-O-benzyl-6,7-dideoxy-8-(trifluoroacetimidyloxy)-α-D-gluco-oct-6-enpyranoside

There total 1 articles about methyl (Z)-2,3,4-tri-O-benzyl-6,7-dideoxy-8-(trifluoroacetimidyloxy)-α-D-gluco-oct-6-enpyranoside 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: 79.5%

trifluoroacetonitrile (353-85-5) + (E)-3-((2R,3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-en-1-ol → methyl (Z)-2,3,4-tri-O-benzyl-6,7-dideoxy-8-(trifluoroacetimidyloxy)-α-D-gluco-oct-6-enpyranoside (1161750-70-4)

Guidance literature:

(E)-3-((2R,3R,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-prop-2-en-1-ol; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.166667h;

trifluoroacetonitrile; In tetrahydrofuran;

DOI:10.3390/molecules131102837

Reference yield: 68.0%

methyl (Z)-2,3,4-tri-O-benzyl-6,7-dideoxy-8-(trifluoroacetimidyloxy)-α-D-gluco-oct-6-enpyranoside (1161750-70-4) → C32H34F3NO6

Guidance literature:

With potassium carbonate; In o-xylene; for 0.5h; Heating; microwave irradiation;

DOI:10.1016/j.tetlet.2007.07.157

Reference yield:

methyl (Z)-2,3,4-tri-O-benzyl-6,7-dideoxy-8-(trifluoroacetimidyloxy)-α-D-gluco-oct-6-enpyranoside (1161750-70-4) → methyl 2,3,4-tri-O-benzyl-6-[(trifluoroacetyl)amino]-6,7,8-trideoxy-L-glycero-α-D-gluco-oct-7-enpyranoside (1161750-73-7) + methyl 2,3,4-tri-O-benzyl-6-[(trifluoroacetyl)amino]-6,7,8-trideoxy-D-glycero-α-D-gluco-oct-7-enpyranoside (1161750-72-6)

Guidance literature:

With potassium carbonate; In o-xylene; at 180 ℃; for 0.5h; Microwave irradiation;

DOI:10.3390/molecules131102837

upstream raw materials:

trifluoroacetonitrile

Downstream raw materials:

methyl 2,3,4-tri-O-benzyl-6-[(trifluoroacetyl)amino]-6,7,8-trideoxy-L-glycero-α-D-gluco-oct-7-enpyranoside

methyl 2,3,4-tri-O-benzyl-6-[(trifluoroacetyl)amino]-6,7,8-trideoxy-D-glycero-α-D-gluco-oct-7-enpyranoside

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