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

Base Information

Chemical Name:but-2-ynyl 5,6,7,9-tetra-O-benzyl-1,2,3-trideoxy-α-D-gluco-non-1-en-4-ulopyranoside
CAS No.:270585-44-9
Molecular Formula:C₄₁H₄₄O₆
Molecular Weight:632.797
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

There total 3 articles about but-2-ynyl 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: 72.0%

: 764-01-2
methyl propargyl alcohol

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

: 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 molecular sieve; 4 A molecular sieve; Montmorillonite K₁₀; In dichloromethane; at 20 ℃; for 0.5h;
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:

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

: 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:: Multi-step reaction with 2 steps

1: 80 percent / dimethylformamide / 2 h / 60 °C

2: 70 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.25 h / 20 °C

With boron trifluoride diethyl etherate; In dichloromethane; N,N-dimethyl-formamide; 1: silylation / 2: Etherification;
DOI:10.1002/(sici)1099-0690(200003)2000:6<873::aid-ejoc873>3.0.co;2-1