methyl 2-acetamido-3,6-di-O-benzyl-4-O-<4,6-O-benzylidene-3-O-phenoxythiocarbonyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:methyl 2-acetamido-3,6-di-O-benzyl-4-O-<4,6-O-benzylidene-3-O-phenoxythiocarbonyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-2-deoxy-β-D-glucopyranoside
CAS No.:144685-18-7
Molecular Formula:C₇₀H₇₅NO₁₆S
Molecular Weight:1218.43
Hs Code.:

methyl 2-acetamido-3,6-di-O-benzyl-4-O-<4,6-O-benzylidene-3-O-phenoxythiocarbonyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-2-deoxy-β-D-glucopyranoside

Synonyms:methyl 2-acetamido-3,6-di-O-benzyl-4-O-<4,6-O-benzylidene-3-O-phenoxythiocarbonyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-2-deoxy-β-D-glucopyranoside

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Chemical Property of methyl 2-acetamido-3,6-di-O-benzyl-4-O-<4,6-O-benzylidene-3-O-phenoxythiocarbonyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-2-deoxy-β-D-glucopyranoside

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Technology Process of methyl 2-acetamido-3,6-di-O-benzyl-4-O-<4,6-O-benzylidene-3-O-phenoxythiocarbonyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-2-deoxy-β-D-glucopyranoside

There total 9 articles about methyl 2-acetamido-3,6-di-O-benzyl-4-O-<4,6-O-benzylidene-3-O-phenoxythiocarbonyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-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: 80.0%

: 144685-17-6
methyl 2-acetamido-3,6-di-O-benzyl-4-O-<4,6-O-benzylidene-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-2-deoxy-β-D-glucopyranoside

: 1005-56-7
phenylcarbonochloridothioate

: 144685-18-7
methyl 2-acetamido-3,6-di-O-benzyl-4-O-<4,6-O-benzylidene-3-O-phenoxythiocarbonyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-2-deoxy-β-D-glucopyranoside

Guidance literature:: With dmap; In acetonitrile; at 50 ℃; for 24h;

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 144685-18-7
methyl 2-acetamido-3,6-di-O-benzyl-4-O-<4,6-O-benzylidene-3-O-phenoxythiocarbonyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / p-toluenesulfonic acid monohydrate / acetonitrile / 1 h / Ambient temperature

2: 69 percent / pyridine / CH₂Cl₂ / -78 °C

3: 74 percent / 4 Angstroem molecular sieves, tetraethylammonium bromide / CH₂Cl₂; dimethylformamide / 20 h

4: 88 percent / methanolic 0.07 N MeONa / 120 h

5: 80 percent / 4-dimethylaminopyridine / acetonitrile / 24 h / 50 °C

With pyridine; dmap; 4 A molecular sieve; tetraethylammonium bromide; sodium methylate; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 142560-73-4
methyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 144685-18-7
methyl 2-acetamido-3,6-di-O-benzyl-4-O-<4,6-O-benzylidene-3-O-phenoxythiocarbonyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 66 percent / HCl, sodium cyanoborohydride / diethyl ether; tetrahydrofuran / 0 °C

2: 66 percent / Hg(CN)2, CaSO₄ / benzene; nitromethane / 26 h / 40 °C

3: 87 percent / methanolic 0.08 N MeONa / 16 h

4: 87 percent / p-toluenesulfonic acid monohydrate / acetonitrile / 1 h / Ambient temperature

5: 69 percent / pyridine / CH₂Cl₂ / -78 °C

6: 74 percent / 4 Angstroem molecular sieves, tetraethylammonium bromide / CH₂Cl₂; dimethylformamide / 20 h

7: 88 percent / methanolic 0.07 N MeONa / 120 h

8: 80 percent / 4-dimethylaminopyridine / acetonitrile / 24 h / 50 °C

With pyridine; hydrogenchloride; dmap; calcium sulfate; 4 A molecular sieve; tetraethylammonium bromide; sodium methylate; mercury(II) cyanide; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; nitromethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;