trimethylsilyl 5,6,7,9-tetra-O-benzyl-1,2,3-trideoxy-α-D-gluco-non-1-en-4-ulopyranoside

Base Information

Chemical Name:trimethylsilyl 5,6,7,9-tetra-O-benzyl-1,2,3-trideoxy-α-D-gluco-non-1-en-4-ulopyranoside
CAS No.:270585-43-8
Molecular Formula:C₄₀H₄₈O₆Si
Molecular Weight:652.903
Hs Code.:

Synonyms:trimethylsilyl 5,6,7,9-tetra-O-benzyl-1,2,3-trideoxy-α-D-gluco-non-1-en-4-ulopyranoside

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Chemical Property of trimethylsilyl 5,6,7,9-tetra-O-benzyl-1,2,3-trideoxy-α-D-gluco-non-1-en-4-ulopyranoside

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Technology Process of trimethylsilyl 5,6,7,9-tetra-O-benzyl-1,2,3-trideoxy-α-D-gluco-non-1-en-4-ulopyranoside

There total 1 articles about trimethylsilyl 5,6,7,9-tetra-O-benzyl-1,2,3-trideoxy-α-D-gluco-non-1-en-4-ulopyranoside 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: 80.0%

: 25561-30-2
trimethylsilyl 2,2,2-trifluoro-N-(trimethylsilyl)acetimidate

: 178458-05-4
5,6,7,9-tetra-O-benzyl-1,2,3-trideoxy-α-D-gluco-non-1-en-4-ulopyranose

: 270585-43-8
trimethylsilyl 5,6,7,9-tetra-O-benzyl-1,2,3-trideoxy-α-D-gluco-non-1-en-4-ulopyranoside

Guidance literature:: In N,N-dimethyl-formamide; at 60 ℃; for 2h;
DOI:10.1002/(sici)1099-0690(200003)2000:6<873::aid-ejoc873>3.0.co;2-1

Reference yield: 70.0%

: 764-01-2
methyl propargyl alcohol

: 270585-43-8
trimethylsilyl 5,6,7,9-tetra-O-benzyl-1,2,3-trideoxy-α-D-gluco-non-1-en-4-ulopyranoside

: 270585-44-9
but-2-ynyl 5,6,7,9-tetra-O-benzyl-1,2,3-trideoxy-α-D-gluco-non-1-en-4-ulopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 0.25h;
DOI:10.1002/(sici)1099-0690(200003)2000:6<873::aid-ejoc873>3.0.co;2-1

Reference yield:

: 270585-43-8
trimethylsilyl 5,6,7,9-tetra-O-benzyl-1,2,3-trideoxy-α-D-gluco-non-1-en-4-ulopyranoside

: 2,3,4,6-tetra-O-benzyl-(1S)-2',3'-dihydro-5'-(2-propenyl)spiro[1,5-anhydro-D-glucitol-1,2'-pyran]

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.25 h / 20 °C

2: 82 percent / Cl₂(PCy₃)2Ru=CHPh / toluene / 4 h / 60 °C

With boron trifluoride diethyl etherate; Grubbs catalyst first generation; In dichloromethane; toluene; 1: Etherification / 2: Cyclization;
DOI:10.1002/(sici)1099-0690(200003)2000:6<873::aid-ejoc873>3.0.co;2-1