4-pentenyl 3,4,6-tri-O-acetyl-2-amino-2-N-benzyloxycarbonyl-2-deoxy-β-D-mannopyranoside

Base Information

Chemical Name:4-pentenyl 3,4,6-tri-O-acetyl-2-amino-2-N-benzyloxycarbonyl-2-deoxy-β-D-mannopyranoside
CAS No.:855271-06-6
Molecular Formula:C₂₅H₃₃NO₁₀
Molecular Weight:507.538
Hs Code.:

Synonyms:4-pentenyl 3,4,6-tri-O-acetyl-2-amino-2-N-benzyloxycarbonyl-2-deoxy-β-D-mannopyranoside

Suppliers and Price of 4-pentenyl 3,4,6-tri-O-acetyl-2-amino-2-N-benzyloxycarbonyl-2-deoxy-β-D-mannopyranoside

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-amino-2-N-benzyloxycarbonyl-2-deoxy-β-D-mannopyranoside

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-amino-2-N-benzyloxycarbonyl-2-deoxy-β-D-mannopyranoside

There total 9 articles about 4-pentenyl 3,4,6-tri-O-acetyl-2-amino-2-N-benzyloxycarbonyl-2-deoxy-β-D-mannopyranoside 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: 93.0%

: 855271-04-4
4-pentenyl 3-O-acetyl-2-amino-2-N-benzyloxycarbonyl-2-deoxy-β-D-mannopyranoside

: 108-24-7
acetic anhydride

: 855271-06-6
4-pentenyl 3,4,6-tri-O-acetyl-2-amino-2-N-benzyloxycarbonyl-2-deoxy-β-D-mannopyranoside

Guidance literature:: With pyridine; dmap; In dichloromethane; at 23 ℃; for 3h;
DOI:10.1021/jo0500129

Reference yield:

: 855270-65-4
3-O-carbamoyl-4,6-O-isopropylidene-D-glucal

: 855271-06-6
4-pentenyl 3,4,6-tri-O-acetyl-2-amino-2-N-benzyloxycarbonyl-2-deoxy-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: iodosobenzene; molecular sieves 4 Angstroem / Rh₂(OAc)4 / CH₂Cl₂ / 25 h / 23 °C

2.1: 77 percent / Et₃N; DMAP / tetrahydrofuran / 4 h / 23 °C

3.1: 48 percent / LiOH / tetrahydrofuran; H₂O / 0 - 23 °C

4.1: 96 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 0 - 23 °C

5.1: Et₃SiOTf / CH₂Cl₂; H₂O / 23 °C

5.2: 96 percent / Et₃N / CH₂Cl₂ / 23 °C

6.1: 93 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / 23 °C

With pyridine; dmap; lithium hydroxide; iodosylbenzene; 4 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; triethylamine; dirhodium tetraacetate; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo0500129

Reference yield:

: 51450-36-3
4,6-O-isopropylidene-D-glucal

: 855271-06-6
4-pentenyl 3,4,6-tri-O-acetyl-2-amino-2-N-benzyloxycarbonyl-2-deoxy-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: CH₂Cl₂ / 0 - 23 °C

1.2: 71 percent / K₂CO₃ / methanol; CH₂Cl₂ / 0 - 23 °C

2.1: iodosobenzene; molecular sieves 4 Angstroem / Rh₂(OAc)4 / CH₂Cl₂ / 25 h / 23 °C

3.1: 77 percent / Et₃N; DMAP / tetrahydrofuran / 4 h / 23 °C

4.1: 48 percent / LiOH / tetrahydrofuran; H₂O / 0 - 23 °C

5.1: 96 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 0 - 23 °C

6.1: Et₃SiOTf / CH₂Cl₂; H₂O / 23 °C

6.2: 96 percent / Et₃N / CH₂Cl₂ / 23 °C

7.1: 93 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / 23 °C

With pyridine; dmap; lithium hydroxide; iodosylbenzene; 4 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; triethylamine; dirhodium tetraacetate; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo0500129