pent-4-enyl 6-O-{(2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl)-(1->5)-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)}-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

Base Information

Chemical Name:pent-4-enyl 6-O-{(2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl)-(1->5)-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)}-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside
CAS No.:765274-12-2
Molecular Formula:C₇₈H₈₂O₁₆Si
Molecular Weight:1303.58
Hs Code.:

pent-4-enyl 6-O-{(2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl)-(1->5)-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)}-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

Synonyms:pent-4-enyl 6-O-{(2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl)-(1->5)-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)}-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

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Chemical Property of pent-4-enyl 6-O-{(2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl)-(1->5)-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)}-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

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Technology Process of pent-4-enyl 6-O-{(2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl)-(1->5)-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)}-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

There total 11 articles about pent-4-enyl 6-O-{(2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl)-(1->5)-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)}-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside 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: 69.0%

: 765274-04-2
3-O-benzyl-5-O-tert-butyldiphenylsilyl-β-D-arabinofuranose 1,2-(pent-4-enyl orthobenzoate)

: 765274-11-1
pent-4-enyl 6-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

: 765274-12-2
pent-4-enyl 6-O-{(2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl)-(1->5)-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)}-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

Guidance literature:: With N-iodo-succinimide; ytterbium(III) triflate; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/ol0490680

Reference yield: 69.0%

: 765274-12-2
pent-4-enyl 6-O-{(2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl)-(1->5)-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)}-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

Guidance literature:

Reference yield:

: 100-39-0
benzyl bromide

: 765274-12-2
pent-4-enyl 6-O-{(2-O-benzoyl-3-O-benzyl-5-O-tert-butyldiphenylsilyl-α-D-arabinofuranosyl)-(1->5)-O-(2-O-benzoyl-3-O-benzyl-α-D-arabinofuranosyl)}-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / NaH / dimethylformamide / 1 h / 0 °C

2: 77 percent / Yb(OTf)3; N-iodosuccinimide / CH₂Cl₂ / 0.5 h / 0 °C

3: 83 percent / tetra-n-butylammonium fluoride; acetic acid / tetrahydrofuran / 20 °C

4: 69 percent / Yb(OTf)3; N-iodosuccinimide / CH₂Cl₂ / 0.5 h / 0 °C

With N-iodo-succinimide; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; ytterbium(III) triflate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0490680