(2S)-3-cyclohexyl-2-[2-hydroxy-1-(2,3,4,6-tetra-O-benzyl-α-D-mannpyranosyl)naphthalen-7-yloxy]propionic acid methyl ester

Base Information

Chemical Name:(2S)-3-cyclohexyl-2-[2-hydroxy-1-(2,3,4,6-tetra-O-benzyl-α-D-mannpyranosyl)naphthalen-7-yloxy]propionic acid methyl ester
CAS No.:1373416-77-3
Molecular Formula:C₅₄H₅₈O₉
Molecular Weight:851.049
Hs Code.:

Synonyms:(2S)-3-cyclohexyl-2-[2-hydroxy-1-(2,3,4,6-tetra-O-benzyl-α-D-mannpyranosyl)naphthalen-7-yloxy]propionic acid methyl ester

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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-(2,3,4,6-tetra-O-benzyl-α-D-mannpyranosyl)naphthalen-7-yloxy]propionic acid methyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (2S)-3-cyclohexyl-2-[2-hydroxy-1-(2,3,4,6-tetra-O-benzyl-α-D-mannpyranosyl)naphthalen-7-yloxy]propionic acid methyl ester

There total 8 articles about (2S)-3-cyclohexyl-2-[2-hydroxy-1-(2,3,4,6-tetra-O-benzyl-α-D-mannpyranosyl)naphthalen-7-yloxy]propionic acid methyl ester 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: 61.0%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

: 74808-09-6,90357-89-4,90358-01-3,103368-01-0,103368-04-3,103368-06-5,104048-30-8,104048-33-1,114743-70-3,132201-75-3,132748-02-8,83441-60-5
2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl trichloroacetimidate

: 1373416-77-3
(2S)-3-cyclohexyl-2-[2-hydroxy-1-(2,3,4,6-tetra-O-benzyl-α-D-mannpyranosyl)naphthalen-7-yloxy]propionic acid methyl ester

Guidance literature:: (S)-3-cyclohexyl-2-(7-hydroxynaphthalen-2-yloxy)propionic acid methyl ester; 2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl trichloroacetimidate; In dichloromethane; at 0 ℃; for 0.333333h; Molecular sieve; Inert atmosphere;

trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 2.5h; Inert atmosphere; Molecular sieve;
DOI:10.3998/ark.5550190.0013.311

Reference yield:

: 530-26-7
D-Mannose

: 1373416-77-3
(2S)-3-cyclohexyl-2-[2-hydroxy-1-(2,3,4,6-tetra-O-benzyl-α-D-mannpyranosyl)naphthalen-7-yloxy]propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 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

With tris(triphenylphosphine)rhodium(l) chloride; sodium hydride; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.3998/ark.5550190.0013.311

Reference yield:

: methyl 2-hydroxy-3-phenylpropionate

: 1373416-77-3
(2S)-3-cyclohexyl-2-[2-hydroxy-1-(2,3,4,6-tetra-O-benzyl-α-D-mannpyranosyl)naphthalen-7-yloxy]propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogen; Rh/Al₂O₃ / tetrahydrofuran; water

2.1: 2,6-dimethylpyridine / dichloromethane

3.1: potassium carbonate / acetonitrile / 1.5 h / 20 °C / Inert atmosphere

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

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

With 2,6-dimethylpyridine; Rh/Al₂O₃; hydrogen; potassium carbonate; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.3998/ark.5550190.0013.311