6,6'-bis(3-methoxy-4-fluorobenzoyl)-2,2',3,3',4,4'-(hexabenzyloxy)-α,α'-D-trehalose

Base Information

• Chemical Name: 6,6'-bis(3-methoxy-4-fluorobenzoyl)-2,2',3,3',4,4'-(hexabenzyloxy)-α,α'-D-trehalose
• CAS No.: 1260071-70-2
• Molecular Formula: C₇₀H₆₈F₂O₁₅
• Molecular Weight: 1187.3

Synonyms:6,6'-bis(3-methoxy-4-fluorobenzoyl)-2,2',3,3',4,4'-(hexabenzyloxy)-α,α'-D-trehalose

Chemical Property of 6,6'-bis(3-methoxy-4-fluorobenzoyl)-2,2',3,3',4,4'-(hexabenzyloxy)-α,α'-D-trehalose

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Technology Process of 6,6'-bis(3-methoxy-4-fluorobenzoyl)-2,2',3,3',4,4'-(hexabenzyloxy)-α,α'-D-trehalose

There total 2 articles about 6,6'-bis(3-methoxy-4-fluorobenzoyl)-2,2',3,3',4,4'-(hexabenzyloxy)-α,α'-D-trehalose 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: 68.0%

→ 6,6'-bis(3-methoxy-4-fluorobenzoyl)-2,2',3,3',4,4'-(hexabenzyloxy)-α,α'-D-trehalose (1260071-70-2)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

Reference yield: 64.3%

4?fluoro-3-methoxybenzoic acid (82846-18-2) + [(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-methanol (125177-97-1,128188-35-2,74501-33-0) → 6,6'-bis(3-methoxy-4-fluorobenzoyl)-2,2',3,3',4,4'-(hexabenzyloxy)-α,α'-D-trehalose (1260071-70-2)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1016/j.bmcl.2010.12.133

Reference yield: 82.2%

6,6'-bis(3-methoxy-4-fluorobenzoyl)-2,2',3,3',4,4'-(hexabenzyloxy)-α,α'-D-trehalose (1260071-70-2) + hydrogen (1333-74-0) → 6,6′-bis(3-methoxy-4-fluorobenzoyl)-α,α'-D-trehalose (1260071-79-1)

Guidance literature:

With palladium 10% on activated carbon; In ethanol; ethyl acetate; at 20 ℃; for 18h;

DOI:10.1016/j.bmcl.2010.12.133

upstream raw materials:

4?fluoro-3-methoxybenzoic acid

[(2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl]-methanol

Downstream raw materials:

6,6′-bis(3-methoxy-4-fluorobenzoyl)-α,α'-D-trehalose

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