5-methoxycarbonylpentyl 2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-3-O-chloroacetyl-4,6-benzylidene-β-D-galactopyranoside

Base Information

Chemical Name:5-methoxycarbonylpentyl 2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-3-O-chloroacetyl-4,6-benzylidene-β-D-galactopyranoside
CAS No.:273383-47-4
Molecular Formula:C₄₉H₅₇ClO₁₃
Molecular Weight:889.437
Hs Code.:

Synonyms:5-methoxycarbonylpentyl 2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-3-O-chloroacetyl-4,6-benzylidene-β-D-galactopyranoside

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Chemical Property of 5-methoxycarbonylpentyl 2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-3-O-chloroacetyl-4,6-benzylidene-β-D-galactopyranoside

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Technology Process of 5-methoxycarbonylpentyl 2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-3-O-chloroacetyl-4,6-benzylidene-β-D-galactopyranoside

There total 6 articles about 5-methoxycarbonylpentyl 2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-3-O-chloroacetyl-4,6-benzylidene-β-D-galactopyranoside 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%

: 211801-54-6,807361-40-6
p-methylphenyl 2,3,4-tri-O-benzyl-1-thio-β-L-fucopyranoside

: 273383-43-0
5-methoxycarbonylpentyl 3-O-chloroacetyl-4,6-O-benzylidene-β-D-galactopyranoside

: 273383-47-4
5-methoxycarbonylpentyl 2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-3-O-chloroacetyl-4,6-benzylidene-β-D-galactopyranoside

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; (dimethylthio)methylsulfonium trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jo991558w

Reference yield:

: 4547-43-7
methyl 6-hydroxycaproate

: 273383-47-4
5-methoxycarbonylpentyl 2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-3-O-chloroacetyl-4,6-benzylidene-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 56 percent / BF₃*OEt₂; 4 Angstroem molecular sieves / CH₂Cl₂ / 6 h / 20 °C

2: NaOMe / methanol / 4 h / 20 °C

3: 87 percent / 10-camphorsulfonic acid / acetonitrile / 4 h / 20 °C

4: 50 percent / Et₃N; pyridine / CH₂Cl₂ / 2 h / -20 °C

5: 83 percent / 2,6-di-tert-butyl-4-methylpyridine; 4 Angstroem molecular sieves; (dimethylthio)methylsulfonium triflate / CH₂Cl₂ / 0 - 20 °C

With pyridine; 2,6-di-tert-butyl-4-methylpyridine; (dimethylthio)methylsulfonium trifluoromethanesulfonate; 4 A molecular sieve; boron trifluoride diethyl etherate; (1S)-10-camphorsulfonic acid; sodium methylate; triethylamine; In methanol; dichloromethane; acetonitrile; 1: Substitution / 2: Hydrolysis / 3: Cyclization / 4: Acylation / 5: Substitution;
DOI:10.1021/jo991558w

Reference yield:

: 25878-60-8
D-galactose pentaacetate

: 273383-47-4
5-methoxycarbonylpentyl 2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-3-O-chloroacetyl-4,6-benzylidene-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 56 percent / BF₃*OEt₂; 4 Angstroem molecular sieves / CH₂Cl₂ / 6 h / 20 °C

2: NaOMe / methanol / 4 h / 20 °C

3: 87 percent / 10-camphorsulfonic acid / acetonitrile / 4 h / 20 °C

4: 50 percent / Et₃N; pyridine / CH₂Cl₂ / 2 h / -20 °C

5: 83 percent / 2,6-di-tert-butyl-4-methylpyridine; 4 Angstroem molecular sieves; (dimethylthio)methylsulfonium triflate / CH₂Cl₂ / 0 - 20 °C

With pyridine; 2,6-di-tert-butyl-4-methylpyridine; (dimethylthio)methylsulfonium trifluoromethanesulfonate; 4 A molecular sieve; boron trifluoride diethyl etherate; (1S)-10-camphorsulfonic acid; sodium methylate; triethylamine; In methanol; dichloromethane; acetonitrile; 1: Substitution / 2: Hydrolysis / 3: Cyclization / 4: Acylation / 5: Substitution;
DOI:10.1021/jo991558w