Methyl 2,4-di-O-benzyl-3-O-[3,4,6-tri-O-benzyl-2-O-(2',2',2'-trichloroethoxycarbonyl)-α-D-mannopyranosyl]-α-D-mannopyranoside

Base Information

Chemical Name:Methyl 2,4-di-O-benzyl-3-O-[3,4,6-tri-O-benzyl-2-O-(2',2',2'-trichloroethoxycarbonyl)-α-D-mannopyranosyl]-α-D-mannopyranoside
CAS No.:254444-13-8
Molecular Formula:C₅₁H₅₅Cl₃O₁₃
Molecular Weight:982.349
Hs Code.:

Synonyms:Methyl 2,4-di-O-benzyl-3-O-[3,4,6-tri-O-benzyl-2-O-(2',2',2'-trichloroethoxycarbonyl)-α-D-mannopyranosyl]-α-D-mannopyranoside

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Chemical Property of Methyl 2,4-di-O-benzyl-3-O-[3,4,6-tri-O-benzyl-2-O-(2',2',2'-trichloroethoxycarbonyl)-α-D-mannopyranosyl]-α-D-mannopyranoside

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Technology Process of Methyl 2,4-di-O-benzyl-3-O-[3,4,6-tri-O-benzyl-2-O-(2',2',2'-trichloroethoxycarbonyl)-α-D-mannopyranosyl]-α-D-mannopyranoside

There total 7 articles about Methyl 2,4-di-O-benzyl-3-O-[3,4,6-tri-O-benzyl-2-O-(2',2',2'-trichloroethoxycarbonyl)-α-D-mannopyranosyl]-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: 97.0%

: 254444-67-2
Methyl 2,4-di-O-benzyl-3-O-[3,4,6-tri-O-benzyl-2-O-(2',2',2'-trichloroethoxycarbonyl)-α-D-mannopyranosyl]-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside

: 254444-13-8
Methyl 2,4-di-O-benzyl-3-O-[3,4,6-tri-O-benzyl-2-O-(2',2',2'-trichloroethoxycarbonyl)-α-D-mannopyranosyl]-α-D-mannopyranoside

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; at 20 ℃; for 5h;

Reference yield:

: 16697-49-7
3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose

: 254444-13-8
Methyl 2,4-di-O-benzyl-3-O-[3,4,6-tri-O-benzyl-2-O-(2',2',2'-trichloroethoxycarbonyl)-α-D-mannopyranosyl]-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / molecular sieves 4 Angstroem; molecular sieves 5 Angstroem; mercury bromide / acetonitrile / 2 h / 60 °C

2: 100 percent / K₂CO₃; MeOH / 3 h / 20 °C

3: 98 percent / DMAP / CH₂Cl₂ / 6 h / 20 °C

4: 86 percent / molecular sieves 4 Angstroem; NIS; triflic acid / CH₂Cl₂; diethyl ether / 0.5 h

5: 97 percent / HF*pyridine / tetrahydrofuran / 5 h / 20 °C

With methanol; dmap; N-iodo-succinimide; mercury bromide; trifluorormethanesulfonic acid; 4 A molecular sieve; 5A molecular sieve; potassium carbonate; pyridine hydrogenfluoride; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile; 1: Ring cleavage / 2: Deacetylation / 3: Acylation / 4: Etherification / 5: Desilylation;

Reference yield:

: 58341-67-6,67381-34-4,86172-91-0,86342-19-0,67381-29-7
methyl 2,4-di-O-benzyl-α-D-mannopyranoside

: 254444-13-8
Methyl 2,4-di-O-benzyl-3-O-[3,4,6-tri-O-benzyl-2-O-(2',2',2'-trichloroethoxycarbonyl)-α-D-mannopyranosyl]-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / pyridine / 12 h / 0 - 20 °C

2: 86 percent / molecular sieves 4 Angstroem; NIS; triflic acid / CH₂Cl₂; diethyl ether / 0.5 h

3: 97 percent / HF*pyridine / tetrahydrofuran / 5 h / 20 °C

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; pyridine hydrogenfluoride; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Etherification / 2: Etherification / 3: Desilylation;