1-(methoxycarbonyl)pentadec-10(S)-yl 2,3,4-tri-O-acetyl-β-D-fucopyranoside

Base Information

Chemical Name:1-(methoxycarbonyl)pentadec-10(S)-yl 2,3,4-tri-O-acetyl-β-D-fucopyranoside
CAS No.:197853-45-5
Molecular Formula:C₂₉H₅₀O₁₀
Molecular Weight:558.71
Hs Code.:

Synonyms:1-(methoxycarbonyl)pentadec-10(S)-yl 2,3,4-tri-O-acetyl-β-D-fucopyranoside

Suppliers and Price of 1-(methoxycarbonyl)pentadec-10(S)-yl 2,3,4-tri-O-acetyl-β-D-fucopyranoside

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 1-(methoxycarbonyl)pentadec-10(S)-yl 2,3,4-tri-O-acetyl-β-D-fucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 1-(methoxycarbonyl)pentadec-10(S)-yl 2,3,4-tri-O-acetyl-β-D-fucopyranoside

There total 1 articles about 1-(methoxycarbonyl)pentadec-10(S)-yl 2,3,4-tri-O-acetyl-β-D-fucopyranoside 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:

: 55362-80-6
9-bromononan-1-ol

: 197853-45-5
1-(methoxycarbonyl)pentadec-10(S)-yl 2,3,4-tri-O-acetyl-β-D-fucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / imidazole; DMAP / CH₂Cl₂ / 3 h / 20 °C

2.1: magnesium; I₂ / tetrahydrofuran / 2 h / Heating

2.2: 66 percent / CuI / tetrahydrofuran / 2.5 h / -78 - 20 °C

3.1: 90.5 percent / pyridine / 20 °C

4.1: 89.4 percent / Jones reagent / acetone / 1.5 h / 0 - 20 °C

5.1: 96.9 percent / BF₃*OEt₂ / 4 h / 40 °C

6.1: 65.7 percent / 4 Angstroem MS; BF₃*OEt₂ / CH₂Cl₂ / 1 h / -30 - 0 °C

With pyridine; 1H-imidazole; dmap; jones reagent; 4 Angstroem MS; boron trifluoride diethyl etherate; iodine; magnesium; In tetrahydrofuran; dichloromethane; acetone; 1.1: silylation / 2.1: Metallation / 2.2: Addition / 3.1: Acetylation / 4.1: Jones oxidation / 5.1: methanolysis / 6.1: glycosylation;
DOI:10.1021/jo9711450

Reference yield:

: 197853-45-5
1-(methoxycarbonyl)pentadec-10(S)-yl 2,3,4-tri-O-acetyl-β-D-fucopyranoside

: 180782-81-4
(S)-1-(hydroxycarbonyl)pentadec-10-yl O-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranoside 1,3-(B)-lactone

Guidance literature:: Multi-step reaction with 5 steps

1: NaOMe / methanol / 0.42 h / -15 °C

2: 154 mg / p-TsOH / acetone / 20 °C

3: 76.5 percent / 4 Angstroem MS; NIS; AgOTf / CH₂Cl₂; toluene / 0.5 h / -15 °C

4: 91 percent / KOH / methanol; H₂O / 10 h / Heating

5: 69 percent / (PyS)2; Ph₃P / toluene / 182.4 h / 20 °C / Heating

With potassium hydroxide; N-iodo-succinimide; 4 Angstroem MS; sodium methylate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; triphenylphosphine; In methanol; dichloromethane; water; acetone; toluene; 1: Deacetylation / 2: Cyclization / 3: glycosylation / 4: Hydrolysis / 5: Cyclization;
DOI:10.1021/jo9711450

Reference yield:

: 197853-45-5
1-(methoxycarbonyl)pentadec-10(S)-yl 2,3,4-tri-O-acetyl-β-D-fucopyranoside

: 180782-75-6
1-(methoxycarbonyl)pentadec-10(S)-yl O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: NaOMe / methanol / 0.42 h / -15 °C

2: 154 mg / p-TsOH / acetone / 20 °C

3: 76.5 percent / 4 Angstroem MS; NIS; AgOTf / CH₂Cl₂; toluene / 0.5 h / -15 °C

With N-iodo-succinimide; 4 Angstroem MS; sodium methylate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; In methanol; dichloromethane; acetone; toluene; 1: Deacetylation / 2: Cyclization / 3: glycosylation;
DOI:10.1021/jo9711450