methyl 2,3-di-O-benzyl-6-C-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-5,6-dideoxy-α-D-arabino-hexofuranoside

Base Information

Chemical Name:methyl 2,3-di-O-benzyl-6-C-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-5,6-dideoxy-α-D-arabino-hexofuranoside
CAS No.:492470-88-9
Molecular Formula:C₄₇H₅₂O₈
Molecular Weight:744.925
Hs Code.:

Synonyms:methyl 2,3-di-O-benzyl-6-C-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-5,6-dideoxy-α-D-arabino-hexofuranoside

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Chemical Property of methyl 2,3-di-O-benzyl-6-C-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-5,6-dideoxy-α-D-arabino-hexofuranoside

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Technology Process of methyl 2,3-di-O-benzyl-6-C-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-5,6-dideoxy-α-D-arabino-hexofuranoside

There total 23 articles about methyl 2,3-di-O-benzyl-6-C-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-5,6-dideoxy-α-D-arabino-hexofuranoside 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: 98.0%

: methyl 2,3-di-O-benzyl-6-O-(methylthio-thiocarbonyl)-6-C-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-5-deoxy-α-D-arabinohexofuranoside

: 492470-88-9
methyl 2,3-di-O-benzyl-6-C-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-5,6-dideoxy-α-D-arabino-hexofuranoside

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 4h; Inert atmosphere; Reflux;
DOI:10.1002/ejoc.201403640

Reference yield: 83.0%

: 853260-35-2
C₄₇H₄₈O₈

: 492470-88-9
methyl 2,3-di-O-benzyl-6-C-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-5,6-dideoxy-α-D-arabino-hexofuranoside

Guidance literature:: With potassium diazodicarboxylate; In pyridine; methanol;
DOI:10.1016/j.tetlet.2005.03.017

Reference yield:

: 492470-86-7
(2S,3S,4S,5S)-3,4-Bis-benzyloxy-2-iodomethyl-5-methoxy-tetrahydro-furan

: 492470-88-9
methyl 2,3-di-O-benzyl-6-C-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-5,6-dideoxy-α-D-arabino-hexofuranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 68 percent / NaNO₂; phloroglucinol*H₂O / dimethylsulfoxide / 72 h / 20 °C

2: 48 percent / KF; 18-C-6 / acetonitrile / 3.5 h / 20 °C

3: pyridine; Ac₂O / CHCl₃ / 12 h

4: NaBH₄ / ethanol; CH₂Cl₂ / 2.5 h / 20 °C

5: Bu₃SnH; AIBN / toluene / 1 h / Heating

With pyridine; potassium fluoride; sodium tetrahydroborate; 3,5-dihydroxyphenol; 18-crown-6 ether; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; acetic anhydride; sodium nitrite; In ethanol; dichloromethane; chloroform; dimethyl sulfoxide; toluene; acetonitrile;
DOI:10.1016/S0040-4039(02)01760-4