ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside
CAS No.:870195-62-3
Molecular Formula:C₆₃H₆₈O₁₀S
Molecular Weight:1017.29
Hs Code.:

Synonyms:ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

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Chemical Property of ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

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Technology Process of ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

There total 8 articles about ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2,4,6-tri-O-benzyl-1-thio-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:

: (2R,3S,4R,5R,6R)-5-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-4-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-ol

: 100-39-0
benzyl bromide

: 870195-62-3
ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: (2R,3S,4R,5R,6R)-5-Benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-4-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-ol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;

benzyl bromide; In N,N-dimethyl-formamide; for 3h;
DOI:10.1016/j.carres.2005.09.001

Reference yield:

: 870195-60-1
ethyl 6-O-acetyl-1-thio-α-D-mannopyranoside

: 870195-62-3
ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: CSA

2.1: NaH / dimethylformamide / 0.17 h / 0 °C

2.2: dimethylformamide / 2 h / 20 °C

3.1: 2.90 g / HCl / 1 h

4.1: 70 percent / Ph₃PO; 4 Angstroem molecular sieves / CH₂Cl₂ / 72 h / 20 °C

5.1: NaOMe / methanol / 24 h

6.1: NaH / dimethylformamide / 0.25 h / 0 °C

6.2: 500 mg / dimethylformamide / 3 h

With hydrogenchloride; 4 A molecular sieve; camphor-10-sulfonic acid; sodium methylate; sodium hydride; Triphenylphosphine oxide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2005.09.001

Reference yield:

: Acetic acid (3aS,4R,6R,7R,7aS)-2-ethoxy-4-ethylsulfanyl-7-hydroxy-2-methyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl ester

: 870195-62-3
ethyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / dimethylformamide / 0.17 h / 0 °C

1.2: dimethylformamide / 2 h / 20 °C

2.1: 2.90 g / HCl / 1 h

3.1: 70 percent / Ph₃PO; 4 Angstroem molecular sieves / CH₂Cl₂ / 72 h / 20 °C

4.1: NaOMe / methanol / 24 h

5.1: NaH / dimethylformamide / 0.25 h / 0 °C

5.2: 500 mg / dimethylformamide / 3 h

With hydrogenchloride; 4 A molecular sieve; sodium methylate; sodium hydride; Triphenylphosphine oxide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2005.09.001