(2S)-3-cyclohexyl-2-[2-hydroxy-1-(-D-mannopyranosyl)naphthalen-7-yloxy]propionic acid

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Chemical Name:(2S)-3-cyclohexyl-2-[2-hydroxy-1-(-D-mannopyranosyl)naphthalen-7-yloxy]propionic acid
CAS No.:1373416-82-0
Molecular Formula:C₂₅H₃₂O₉
Molecular Weight:476.524
Hs Code.:

Synonyms:(2S)-3-cyclohexyl-2-[2-hydroxy-1-(-D-mannopyranosyl)naphthalen-7-yloxy]propionic acid

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S)-3-cyclohexyl-2-[2-hydroxy-1-(-D-mannopyranosyl)naphthalen-7-yloxy]propionic acid

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Technology Process of (2S)-3-cyclohexyl-2-[2-hydroxy-1-(-D-mannopyranosyl)naphthalen-7-yloxy]propionic acid

There total 11 articles about (2S)-3-cyclohexyl-2-[2-hydroxy-1-(-D-mannopyranosyl)naphthalen-7-yloxy]propionic 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: 78.0%

: 1373416-80-8
(2S)-3-cyclohexyl-2-[2-hydroxy-1-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)naphthalen-7-yloxy]propionic acid

: 1373416-82-0
(2S)-3-cyclohexyl-2-[2-hydroxy-1-(-D-mannopyranosyl)naphthalen-7-yloxy]propionic acid

Guidance literature:: With 10 wt% Pd(OH)2 on carbon; hydrogen; In methanol; at 20 ℃; for 48h; under 7500.75 Torr; Inert atmosphere; Autoclave;
DOI:10.3998/ark.5550190.0013.311

Reference yield:

: 530-26-7
D-Mannose

: 1373416-82-0
(2S)-3-cyclohexyl-2-[2-hydroxy-1-(-D-mannopyranosyl)naphthalen-7-yloxy]propionic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: All-OH

2.1: sodium hydride / N,N-dimethyl-formamide / 0 °C

3.1: tris(triphenylphosphine)rhodium(l) chloride / water; toluene; ethanol / Reflux

4.1: dichloromethane / 0.33 h / 0 °C / Molecular sieve; Inert atmosphere

4.2: 2.5 h / 0 °C / Inert atmosphere; Molecular sieve

5.1: sodium hydroxide / methanol; 1,4-dioxane / 3 h / 20 °C

6.1: hydrogen; 10 wt% Pd(OH)2 on carbon / methanol / 48 h / 20 °C / 7500.75 Torr / Inert atmosphere; Autoclave

With tris(triphenylphosphine)rhodium(l) chloride; 10 wt% Pd(OH)2 on carbon; hydrogen; sodium hydride; sodium hydroxide; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.3998/ark.5550190.0013.311

Reference yield:

: 1373416-73-9
(S)-3-cyclohexyl-2-(7-hydroxynaphthalen-2-yloxy)propionic acid methyl ester

: 1373416-82-0
(2S)-3-cyclohexyl-2-[2-hydroxy-1-(-D-mannopyranosyl)naphthalen-7-yloxy]propionic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: dichloromethane / 0.33 h / 0 °C / Molecular sieve; Inert atmosphere

1.2: 2.5 h / 0 °C / Inert atmosphere; Molecular sieve

2.1: sodium hydroxide / methanol; 1,4-dioxane / 3 h / 20 °C

3.1: hydrogen; 10 wt% Pd(OH)2 on carbon / methanol / 48 h / 20 °C / 7500.75 Torr / Inert atmosphere; Autoclave

With 10 wt% Pd(OH)2 on carbon; hydrogen; sodium hydroxide; In 1,4-dioxane; methanol; dichloromethane;
DOI:10.3998/ark.5550190.0013.311