4-pentenyl 3,4,6-tri-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:4-pentenyl 3,4,6-tri-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside
CAS No.:503180-96-9
Molecular Formula:C₂₅H₃₃NO₁₀
Molecular Weight:507.538
Hs Code.:

Synonyms:4-pentenyl 3,4,6-tri-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside

Suppliers and Price of 4-pentenyl 3,4,6-tri-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside

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 4-pentenyl 3,4,6-tri-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 4-pentenyl 3,4,6-tri-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside

There total 1 articles about 4-pentenyl 3,4,6-tri-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside 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: 54.0%

: 35946-66-8
2-(acetoxymethyl)-5-{[(benzyloxy)carbonyl]amino}tetrahydropyran-3,4,6-triyl triacetate

: 821-09-0
n-Pent-4-enyl alcohol

: 503180-96-9
4-pentenyl 3,4,6-tri-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 48h;
DOI:10.1016/S0008-6215(02)00299-9

Reference yield: 98.0%

: 503180-96-9
4-pentenyl 3,4,6-tri-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside

: 503180-98-1
4-pentenyl 2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside

Guidance literature:: With sodium methylate; In methanol; for 14h;
DOI:10.1016/S0008-6215(02)00299-9

Reference yield:

: 503180-96-9
4-pentenyl 3,4,6-tri-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside

: 3,4-di-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-6-O-levulinyl-β-D-glucopyranosyl-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 9 steps

1: 98 percent / NaOMe / methanol / 14 h

2: 95 percent / dimethylformamide / 14 h

3: 100 percent / DMAP / pyridine; CH₂Cl₂ / 2 h

4: 84 percent / TBAF; AcOH / tetrahydrofuran / 12 h

5: 94 percent / DMAP / pyridine; CH₂Cl₂ / 2 h

6: NBS; H₂O / acetonitrile / 13 h

7: 730 mg / CH₂Cl₂ / 2 h / 0 °C

8: 72 percent / toluene / 14 h

9: 81 percent / TMSOTf / CH₂Cl₂ / 2 h / -20 °C

With dmap; N-Bromosuccinimide; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; water; sodium methylate; acetic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/S0008-6215(02)00299-9