Octanoic acid, (2S,3S,4E,6S)-tetrahydro-2-methoxy-4-(2-methoxy-2-oxoethylidene)-2-[ (2E)-4-[(4-methoxyphenyl)methoxy]-1,1-dimethyl-2-butenyl]-6-[(2R,3R)- 2-[(4-methoxyphenyl)methoxy]-3-(phenylmethoxy)butyl]-2H-pyran-3-yl ester

Base Information

• Chemical Name: Octanoic acid, (2S,3S,4E,6S)-tetrahydro-2-methoxy-4-(2-methoxy-2-oxoethylidene)-2-[ (2E)-4-[(4-methoxyphenyl)methoxy]-1,1-dimethyl-2-butenyl]-6-[(2R,3R)- 2-[(4-methoxyphenyl)methoxy]-3-(phenylmethoxy)butyl]-2H-pyran-3-yl ester
• CAS No.: 588728-58-9
• Molecular Formula: C50H68O11
• Molecular Weight: 845.083

Synonyms:

Chemical Property of Octanoic acid, (2S,3S,4E,6S)-tetrahydro-2-methoxy-4-(2-methoxy-2-oxoethylidene)-2-[ (2E)-4-[(4-methoxyphenyl)methoxy]-1,1-dimethyl-2-butenyl]-6-[(2R,3R)- 2-[(4-methoxyphenyl)methoxy]-3-(phenylmethoxy)butyl]-2H-pyran-3-yl ester

Chemical Property:

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Technology Process of Octanoic acid, (2S,3S,4E,6S)-tetrahydro-2-methoxy-4-(2-methoxy-2-oxoethylidene)-2-[ (2E)-4-[(4-methoxyphenyl)methoxy]-1,1-dimethyl-2-butenyl]-6-[(2R,3R)- 2-[(4-methoxyphenyl)methoxy]-3-(phenylmethoxy)butyl]-2H-pyran-3-yl ester

There total 2 articles about Octanoic acid, (2S,3S,4E,6S)-tetrahydro-2-methoxy-4-(2-methoxy-2-oxoethylidene)-2-[ (2E)-4-[(4-methoxyphenyl)methoxy]-1,1-dimethyl-2-butenyl]-6-[(2R,3R)- 2-[(4-methoxyphenyl)methoxy]-3-(phenylmethoxy)butyl]-2H-pyran-3-yl 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:

Octanoic acid (124-07-2) + [(2S,3S,6S)-6-[(2R,3R)-3-Benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-3-hydroxy-2-methoxy-2-[(E)-4-(4-methoxy-benzyloxy)-1,1-dimethyl-but-2-enyl]-tetrahydro-pyran-(4E)-ylidene]-acetic acid methyl ester → Octanoic acid (2S,3S,6S)-6-[(2R,3R)-3-benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-2-methoxy-2-[(E)-4-(4-methoxy-benzyloxy)-1,1-dimethyl-but-2-enyl]-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester (588728-58-9)

Guidance literature:

Octanoic acid; With 2,4,6-trichlorobenzoyl chloride; triethylamine; In toluene; at 20 ℃; for 2.5h;

[(2S,3S,6S)-6-[(2R,3R)-3-Benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-3-hydroxy-2-methoxy-2-[(E)-4-(4-methoxy-benzyloxy)-1,1-dimethyl-but-2-enyl]-tetrahydro-pyran-(4E)-ylidene]-acetic acid methyl ester; In toluene; for 1h;

DOI:10.1021/ol0355332

Reference yield:

[(2S,6S)-6-[(2R,3R)-3-Benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-2-methoxy-2-[(E)-4-(4-methoxy-benzyloxy)-1,1-dimethyl-but-2-enyl]-3-oxo-tetrahydro-pyran-(4E)-ylidene]-acetic acid methyl ester → Octanoic acid (2S,3S,6S)-6-[(2R,3R)-3-benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-2-methoxy-2-[(E)-4-(4-methoxy-benzyloxy)-1,1-dimethyl-but-2-enyl]-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester (588728-58-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaBH₄; CeCl₃*7H₂O / methanol / 0.5 h / -30 °C

2.1: Et₃N; 2,4,6-trichlorobenzoyl chloride / toluene / 2.5 h / 20 °C

2.2: 208 mg / toluene / 1 h

With sodium tetrahydroborate; cerium(III) chloride; 2,4,6-trichlorobenzoyl chloride; triethylamine; In methanol; toluene; 1.1: Luche reduction;

DOI:10.1021/ol0355332

Reference yield:

Octanoic acid (2S,3S,6S)-6-[(2R,3R)-3-benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-2-methoxy-2-[(E)-4-(4-methoxy-benzyloxy)-1,1-dimethyl-but-2-enyl]-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester (588728-58-9) → Octanoic acid (2S,3S,6S)-6-((2R,3R)-3-benzyloxy-2-hydroxy-butyl)-2-((E)-4-hydroxy-1,1-dimethyl-but-2-enyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; for 0.5h;

DOI:10.1021/ol0355332

upstream raw materials:

Octanoic acid

Downstream raw materials:

Octanoic acid (2S,3S,6S)-6-((2R,3R)-3-benzyloxy-2-hydroxy-butyl)-2-((E)-1,1-dimethyl-4-oxo-but-2-enyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

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