5-methoxycarbonylpentyl 2-O-acetyl-3-O-benzyl-4-(2,4-O-benzylidene-3-deoxy-L-glycero-tetronamido)-4,6-dideoxy-α-D-mannopyranoside

Base Information

Chemical Name:5-methoxycarbonylpentyl 2-O-acetyl-3-O-benzyl-4-(2,4-O-benzylidene-3-deoxy-L-glycero-tetronamido)-4,6-dideoxy-α-D-mannopyranoside
CAS No.:566934-70-1
Molecular Formula:C₃₃H₄₃NO₁₀
Molecular Weight:613.705
Hs Code.:

Synonyms:5-methoxycarbonylpentyl 2-O-acetyl-3-O-benzyl-4-(2,4-O-benzylidene-3-deoxy-L-glycero-tetronamido)-4,6-dideoxy-α-D-mannopyranoside

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Chemical Property of 5-methoxycarbonylpentyl 2-O-acetyl-3-O-benzyl-4-(2,4-O-benzylidene-3-deoxy-L-glycero-tetronamido)-4,6-dideoxy-α-D-mannopyranoside

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Technology Process of 5-methoxycarbonylpentyl 2-O-acetyl-3-O-benzyl-4-(2,4-O-benzylidene-3-deoxy-L-glycero-tetronamido)-4,6-dideoxy-α-D-mannopyranoside

There total 6 articles about 5-methoxycarbonylpentyl 2-O-acetyl-3-O-benzyl-4-(2,4-O-benzylidene-3-deoxy-L-glycero-tetronamido)-4,6-dideoxy-α-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: 83.0%

: 566934-90-5
2,4-O-benzylidene-3-deoxy-L-glycero-tetronic acid

: 566934-69-8
5-methoxycarbonylpentyl 2-O-acetyl-4-amino-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

: 566934-70-1
5-methoxycarbonylpentyl 2-O-acetyl-3-O-benzyl-4-(2,4-O-benzylidene-3-deoxy-L-glycero-tetronamido)-4,6-dideoxy-α-D-mannopyranoside

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1039/b211660j

Reference yield:

: 4547-43-7
methyl 6-hydroxycaproate

: 566934-70-1
5-methoxycarbonylpentyl 2-O-acetyl-3-O-benzyl-4-(2,4-O-benzylidene-3-deoxy-L-glycero-tetronamido)-4,6-dideoxy-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / NIS; 4 Angstroem molecular sieves; AgOTf / CH₂Cl₂ / 0.25 h

2: 94 percent / H₂S / pyridine; H₂O / 3 h / 40 °C

3: 83 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; HOBT / CH₂Cl₂ / 1 h / 20 °C

With N-iodo-succinimide; 4 A molecular sieve; hydrogen sulfide; silver trifluoromethanesulfonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In pyridine; dichloromethane; water;
DOI:10.1039/b211660j

Reference yield:

: 566934-88-1
(3R)-1,3-O-benzylidine-1,3,4-butanetriol

: 566934-70-1
5-methoxycarbonylpentyl 2-O-acetyl-3-O-benzyl-4-(2,4-O-benzylidene-3-deoxy-L-glycero-tetronamido)-4,6-dideoxy-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / pyridinium dichromate / dimethylformamide / 20 °C

2: 83 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; HOBT / CH₂Cl₂ / 1 h / 20 °C

With dipyridinium dichromate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b211660j