1-O-benzoyl-3,5,6-tri-O-benzyl-2-O-(toluene-4-sulfonyl)-4a-carba-β-D-galactofuranose

Base Information

• Chemical Name: 1-O-benzoyl-3,5,6-tri-O-benzyl-2-O-(toluene-4-sulfonyl)-4a-carba-β-D-galactofuranose
• CAS No.: 1256964-30-3
• Molecular Formula: C₄₂H₄₂O₈S
• Molecular Weight: 706.857

Synonyms:1-O-benzoyl-3,5,6-tri-O-benzyl-2-O-(toluene-4-sulfonyl)-4a-carba-β-D-galactofuranose

Chemical Property of 1-O-benzoyl-3,5,6-tri-O-benzyl-2-O-(toluene-4-sulfonyl)-4a-carba-β-D-galactofuranose

Chemical Property:

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Technology Process of 1-O-benzoyl-3,5,6-tri-O-benzyl-2-O-(toluene-4-sulfonyl)-4a-carba-β-D-galactofuranose

There total 2 articles about 1-O-benzoyl-3,5,6-tri-O-benzyl-2-O-(toluene-4-sulfonyl)-4a-carba-β-D-galactofuranose 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: 86.0%

1-O-benzoyl-3,5,6-tri-O-benzyl-4a-carba-β-D-galactofuranose (1256964-29-0) + p-toluenesulfonyl chloride (98-59-9) → 1-O-benzoyl-3,5,6-tri-O-benzyl-2-O-(toluene-4-sulfonyl)-4a-carba-β-D-galactofuranose (1256964-30-3)

Guidance literature:

With pyridine; at 20 - 50 ℃;

DOI:10.3762/bjoc.6.129

Reference yield:

3,5,6-tri-O-benzyl-4a-carba-β-D-galactofuranose (1005004-09-0) + benzoyl chloride (98-88-4) → 1-O-benzoyl-3,5,6-tri-O-benzyl-2-O-(toluene-4-sulfonyl)-4a-carba-β-D-galactofuranose (1256964-30-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: di(n-butyl)tin oxide / methanol / 20 - 70 °C

1.2: 0 - 20 °C

2.1: pyridine / 20 - 50 °C

With pyridine; di(n-butyl)tin oxide; In methanol;

DOI:10.3762/bjoc.6.129

Reference yield: 81.0%

1-O-benzoyl-3,5,6-tri-O-benzyl-2-O-(toluene-4-sulfonyl)-4a-carba-β-D-galactofuranose (1256964-30-3) → 1,2-anhydro-3,5,6-tri-O-benzyl-4a-carba-β-D-talofuranose (1256964-28-9)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 18h;

DOI:10.3762/bjoc.6.129

upstream raw materials:

3,5,6-tri-O-benzyl-4a-carba-β-D-galactofuranose

benzoyl chloride

1-O-benzoyl-3,5,6-tri-O-benzyl-4a-carba-β-D-galactofuranose

p-toluenesulfonyl chloride

Downstream raw materials:

3,5,6-tri-O-benzyl-1-O-ethyl-4a-carba-α-D-talofuranose

C₃₀H₃₆O₅

C₃₂H₃₈O₆

C₃₂H₃₈O₆

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