3-methoxy-4-(2',3',4'-tri-O-benzyl-6'-O-trityl-β-D-allopyranosyloxy)benzoic acid

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Chemical Name:3-methoxy-4-(2',3',4'-tri-O-benzyl-6'-O-trityl-β-D-allopyranosyloxy)benzoic acid
CAS No.:1293384-47-0
Molecular Formula:C₅₄H₅₀O₉
Molecular Weight:842.986
Hs Code.:

Synonyms:3-methoxy-4-(2',3',4'-tri-O-benzyl-6'-O-trityl-β-D-allopyranosyloxy)benzoic acid

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Chemical Property of 3-methoxy-4-(2',3',4'-tri-O-benzyl-6'-O-trityl-β-D-allopyranosyloxy)benzoic acid

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Technology Process of 3-methoxy-4-(2',3',4'-tri-O-benzyl-6'-O-trityl-β-D-allopyranosyloxy)benzoic acid

There total 7 articles about 3-methoxy-4-(2',3',4'-tri-O-benzyl-6'-O-trityl-β-D-allopyranosyloxy)benzoic acid 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: 87.0%

: 1293384-45-8
methyl 3-methoxy-4-(2',3',4'-tri-O-benzyl-6'-O-trityl-β-D-allopyranosyloxy)benzoate

: 1293384-47-0
3-methoxy-4-(2',3',4'-tri-O-benzyl-6'-O-trityl-β-D-allopyranosyloxy)benzoic acid

Guidance literature:: methyl 3-methoxy-4-(2',3',4'-tri-O-benzyl-6'-O-trityl-β-D-allopyranosyloxy)benzoate; With potassium hydroxide; In tetrahydrofuran; water; at 70 ℃; for 10h;

With acetic acid; In tetrahydrofuran; water; pH=7;
DOI:10.1021/jo200440r

Reference yield:

: 2,3,4,6-tetra-O-acetyl-D-allopyranose

: 1293384-47-0
3-methoxy-4-(2',3',4'-tri-O-benzyl-6'-O-trityl-β-D-allopyranosyloxy)benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / acetone / 3 h / 20 °C

2.1: boron trifluoride diethyl etherate / dichloromethane / 2 h / 0 °C / Molecular sieve

3.1: potassium carbonate / tetrahydrofuran; methanol / 2 h / 20 °C

4.1: dmap / pyridine / 5 h / 55 °C

5.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C

5.2: 3 h / 20 °C

6.1: potassium hydroxide / tetrahydrofuran; water / 10 h / 70 °C

6.2: pH 7

With dmap; boron trifluoride diethyl etherate; sodium hydride; potassium carbonate; potassium hydroxide; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo200440r

Reference yield:

: 1293384-39-0
2,3,4,6-tetra-O-acetyl-D-allopyranosyl N-phenyltrifluoroacetimidate

: 1293384-47-0
3-methoxy-4-(2',3',4'-tri-O-benzyl-6'-O-trityl-β-D-allopyranosyloxy)benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / 2 h / 0 °C / Molecular sieve

2.1: potassium carbonate / tetrahydrofuran; methanol / 2 h / 20 °C

3.1: dmap / pyridine / 5 h / 55 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C

4.2: 3 h / 20 °C

5.1: potassium hydroxide / tetrahydrofuran; water / 10 h / 70 °C

5.2: pH 7

With dmap; boron trifluoride diethyl etherate; sodium hydride; potassium carbonate; potassium hydroxide; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo200440r