ethyl 5-O-(α-D-arabinofuranosyl)-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside

Base Information

Chemical Name:ethyl 5-O-(α-D-arabinofuranosyl)-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside
CAS No.:328046-71-5
Molecular Formula:C₄₃H₅₄O₁₀Si
Molecular Weight:758.981
Hs Code.:

Synonyms:ethyl 5-O-(α-D-arabinofuranosyl)-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside

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Chemical Property of ethyl 5-O-(α-D-arabinofuranosyl)-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside

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Technology Process of ethyl 5-O-(α-D-arabinofuranosyl)-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside

There total 7 articles about ethyl 5-O-(α-D-arabinofuranosyl)-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside 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%

: 328046-70-4
Acetic acid (2R,3S,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[(R)-1-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-ethoxy-tetrahydro-furan-2-yl)-2-(tert-butyl-diphenyl-silanyloxy)-ethoxy]-tetrahydro-furan-3-yl ester

: 328046-71-5
ethyl 5-O-(α-D-arabinofuranosyl)-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 2h;
DOI:10.1021/ol0002976

Reference yield:

: 13035-61-5,23094-61-3,28708-32-9,39727-26-9,42927-46-8,50730-26-2,56272-01-6,61248-15-5,61826-42-4,61849-90-9,69855-18-1,69855-19-2,79120-80-2,79120-81-3,86782-36-7,86782-94-7,105453-36-9,144490-03-9,43225-70-3
1,2,3,5-tetra-O-acetyl-α-D-arabinofuranose

: 328046-71-5
ethyl 5-O-(α-D-arabinofuranosyl)-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / n-Bu₃SnOEt / 1,2-dichloro-ethane / 3 h / Heating

2: 65 percent / DBU / CH₂Cl₂ / 2 h / 0 °C

3: 4 Angstyroem molecular sieves; BF₃*OEt₂ / CH₂Cl₂ / 2 h / 20 °C

4: 2.03 g / NaOMe / methanol / 2 h / 20 °C

With 4 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; tributyltin ethoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jo010180a

Reference yield:

: 76696-18-9
ethyl 2,3-di-O-benzyl-β-D-galactofuranoside

: 328046-71-5
ethyl 5-O-(α-D-arabinofuranosyl)-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / imidazole / CH₂Cl₂ / 3 h / 20 °C

2: 4 Angstyroem molecular sieves; BF₃*OEt₂ / CH₂Cl₂ / 2 h / 20 °C

3: 2.03 g / NaOMe / methanol / 2 h / 20 °C

With 1H-imidazole; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; In methanol; dichloromethane;
DOI:10.1021/jo010180a