1-[3-chloro-4-(α-D-mannopyranosyloxy)phenyl]-1H-indole-5-carboxylic acid

Base Information

Chemical Name:1-[3-chloro-4-(α-D-mannopyranosyloxy)phenyl]-1H-indole-5-carboxylic acid
CAS No.:1375142-17-8
Molecular Formula:C₂₁H₂₀ClNO₈
Molecular Weight:449.845
Hs Code.:

Synonyms:1-[3-chloro-4-(α-D-mannopyranosyloxy)phenyl]-1H-indole-5-carboxylic acid

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Chemical Property of 1-[3-chloro-4-(α-D-mannopyranosyloxy)phenyl]-1H-indole-5-carboxylic acid

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Technology Process of 1-[3-chloro-4-(α-D-mannopyranosyloxy)phenyl]-1H-indole-5-carboxylic acid

There total 4 articles about 1-[3-chloro-4-(α-D-mannopyranosyloxy)phenyl]-1H-indole-5-carboxylic 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: 80.0%

: 1312312-52-9
benzyl 1-(3-chloro-4-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)phenyl)-1H-indole-5-carboxylate

: 1375142-17-8
1-[3-chloro-4-(α-D-mannopyranosyloxy)phenyl]-1H-indole-5-carboxylic acid

Guidance literature:: With water; sodium hydroxide; In tetrahydrofuran; methanol; at 40 ℃;
DOI:10.1021/jm300192x

Reference yield:

: 116130-33-7
2-chloro-4-iodophenol

: 1375142-17-8
1-[3-chloro-4-(α-D-mannopyranosyloxy)phenyl]-1H-indole-5-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: trimethylsilyl trifluoromethanesulfonate / toluene / 2 h / 20 °C / Inert atmosphere; Molecular sieve

2.1: potassium phosphate; trans cyclohexane-1,2-diamine / 1,4-dioxane / 105 °C / Inert atmosphere; Sealed tube

2.2: 2 h / Inert atmosphere; Sealed tube

3.1: water; sodium hydroxide / tetrahydrofuran; methanol / 40 °C

With potassium phosphate; trans cyclohexane-1,2-diamine; trimethylsilyl trifluoromethanesulfonate; water; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; toluene;
DOI:10.1021/jm300192x

Reference yield:

: 121238-27-5
2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate

: 1375142-17-8
1-[3-chloro-4-(α-D-mannopyranosyloxy)phenyl]-1H-indole-5-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: trimethylsilyl trifluoromethanesulfonate / toluene / 2 h / 20 °C / Inert atmosphere; Molecular sieve

2.1: potassium phosphate; trans cyclohexane-1,2-diamine / 1,4-dioxane / 105 °C / Inert atmosphere; Sealed tube

2.2: 2 h / Inert atmosphere; Sealed tube

3.1: water; sodium hydroxide / tetrahydrofuran; methanol / 40 °C

With potassium phosphate; trans cyclohexane-1,2-diamine; trimethylsilyl trifluoromethanesulfonate; water; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; toluene;
DOI:10.1021/jm300192x