pent-4-enyl 5-O-(2-benzoyl-α-D-arabinofuranosyl)-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

Base Information

Chemical Name:pent-4-enyl 5-O-(2-benzoyl-α-D-arabinofuranosyl)-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside
CAS No.:849611-08-1
Molecular Formula:C₃₆H₄₀O₁₁
Molecular Weight:648.707
Hs Code.:

Synonyms:pent-4-enyl 5-O-(2-benzoyl-α-D-arabinofuranosyl)-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

Suppliers and Price of pent-4-enyl 5-O-(2-benzoyl-α-D-arabinofuranosyl)-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of pent-4-enyl 5-O-(2-benzoyl-α-D-arabinofuranosyl)-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of pent-4-enyl 5-O-(2-benzoyl-α-D-arabinofuranosyl)-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

There total 9 articles about pent-4-enyl 5-O-(2-benzoyl-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: 61.0%

: 849611-07-0
pent-4-enyl 5-O-(2-O-benzoyl-3,5-di-O-chloroacetyl-α-D-arabinofuranosyl)-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

: 849611-08-1
pent-4-enyl 5-O-(2-benzoyl-α-D-arabinofuranosyl)-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

Guidance literature:: With thiourea; In tetrahydrofuran; ethanol; for 5h; Heating;
DOI:10.1039/b413694b

Reference yield:

: (2R,3aS,5R,6R,6aS)-5-Hydroxymethyl-2-pent-4-enyloxy-2-phenyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

: 849611-08-1
pent-4-enyl 5-O-(2-benzoyl-α-D-arabinofuranosyl)-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N; DMAP / 12 h

2: NaH / dimethylformamide

3: TBDMSOTf

4: 82 percent / TBAF / tetrahydrofuran / 20 °C

5: 69 percent / N-iodosuccinimide; Yb(OTf)3 / CH₂Cl₂ / 0.5 h / 0 °C

6: 61 percent / thiourea / tetrahydrofuran; ethanol / 5 h / Heating

With dmap; N-iodo-succinimide; t-butyldimethylsiyl triflate; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; thiourea; ytterbium(III) triflate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b413694b

Reference yield:

: 765274-01-9
3,5-di-O-benzoyl-β-D-arabinofuranose 1,2-(pent-4-enyl orthobenzoate)

: 849611-08-1
pent-4-enyl 5-O-(2-benzoyl-α-D-arabinofuranosyl)-2-O-benzoyl-3-O-benzyl-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / NaOMe / 2 h / 20 °C

2: Et₃N; DMAP / 12 h

3: NaH / dimethylformamide

4: TBDMSOTf

5: 82 percent / TBAF / tetrahydrofuran / 20 °C

6: 69 percent / N-iodosuccinimide; Yb(OTf)3 / CH₂Cl₂ / 0.5 h / 0 °C

7: 61 percent / thiourea / tetrahydrofuran; ethanol / 5 h / Heating

With dmap; N-iodo-succinimide; t-butyldimethylsiyl triflate; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; triethylamine; thiourea; ytterbium(III) triflate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b413694b