ethyl (2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-(1->3)-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: ethyl (2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-(1->3)-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside
• CAS No.: 882512-95-0
• Molecular Formula: C₃₆H₄₆O₁₄S
• Molecular Weight: 734.819

Synonyms:ethyl (2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-(1->3)-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside

Chemical Property of ethyl (2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-(1->3)-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of ethyl (2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-(1->3)-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside

There total 1 articles about ethyl (2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-(1->3)-4,6-di-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: 70.0%

ethyl 4,6-di-O-benzyl-1-thio-α-D-mannopyranoside (187152-88-1) + 1,2,3,5,6-penta-O-acetyl-β-D-galactofuranose (5531-53-3,10535-09-8,22435-12-7,40031-23-0,55123-31-4,62181-82-2,72002-47-2,72691-27-1,72691-28-2) → ethyl (2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-(1->3)-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside (882512-95-0)

Guidance literature:

With 4 A molecular sieve; tin(IV) chloride; In dichloromethane; at -50 - 20 ℃; for 10h;

DOI:10.1021/ja057339b

Reference yield:

ethyl (2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-(1->3)-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside (882512-95-0) + (2R,3R,4S,5S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-4-[(2S,3R,4S,5S)-3,4-bis-benzyloxy-5-((R)-1,2-bis-benzyloxy-ethyl)-tetrahydro-furan-2-yloxy]-6-bromo-tetrahydro-pyran → ethyl (2,3,5,6-tetra-O-benzyl-β-D-galactofuranosyl)-(1->3)-(2,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->2)-[(2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-(1->3)]-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:

With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at -30 ℃; for 0.5h;

DOI:10.1021/ja057339b

Reference yield:

ethyl (2,3,5,6-tetra-O-acetyl-β-D-galactofuranosyl)-(1->3)-4,6-di-O-benzyl-1-thio-α-D-mannopyranoside (882512-95-0) → (2S,3R,4R,5S)-2-((2R,3R,4R,5S,6R)-3-Benzyloxy-2-benzyloxymethyl-6-ethylsulfanyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-5-((R)-1,2-dihydroxy-ethyl)-tetrahydro-furan-3,4-diol

Guidance literature:

With sodium methylate; In methanol; dichloromethane; for 1h;

DOI:10.1021/ja057339b

upstream raw materials:

ethyl 4,6-di-O-benzyl-1-thio-α-D-mannopyranoside

1,2,3,5,6-penta-O-acetyl-β-D-galactofuranose

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