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

Base Information

Chemical Name:ethyl 5-O-(2',3',5'-tri-O-benzyl-α-D-arabinofuranosyl)-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside
CAS No.:328046-72-6
Molecular Formula:C₆₄H₇₂O₁₀Si
Molecular Weight:1029.36
Hs Code.:

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

There total 8 articles about ethyl 5-O-(2',3',5'-tri-O-benzyl-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: 87.0%

: 100-39-0
benzyl bromide

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

: 328046-72-6
ethyl 5-O-(2',3',5'-tri-O-benzyl-α-D-arabinofuranosyl)-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h;
DOI:10.1021/ol0002976

Reference yield:

: 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

: 328046-72-6
ethyl 5-O-(2',3',5'-tri-O-benzyl-α-D-arabinofuranosyl)-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 2.03 g / NaOMe / methanol / 2 h / 20 °C

2: 87 percent / NaH / dimethylformamide / 3 h / 20 °C

With sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo010180a

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

: 328046-72-6
ethyl 5-O-(2',3',5'-tri-O-benzyl-α-D-arabinofuranosyl)-2,3-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactofuranoside

Guidance literature:: Multi-step reaction with 5 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

5: 87 percent / NaH / dimethylformamide / 3 h / 20 °C

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