Benzoic acid (1S,3S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-3-hydroxy-7-phenyl-heptyl ester

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Chemical Name:Benzoic acid (1S,3S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-3-hydroxy-7-phenyl-heptyl ester
CAS No.:868566-35-2
Molecular Formula:C₂₆H₃₄O₅
Molecular Weight:426.553
Hs Code.:

Synonyms:Benzoic acid (1S,3S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-3-hydroxy-7-phenyl-heptyl ester

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Chemical Property of Benzoic acid (1S,3S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-3-hydroxy-7-phenyl-heptyl ester

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Technology Process of Benzoic acid (1S,3S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-3-hydroxy-7-phenyl-heptyl ester

There total 9 articles about Benzoic acid (1S,3S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-3-hydroxy-7-phenyl-heptyl 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: 96.0%

: 868566-27-2
Benzoic acid (Z)-(1S,3R)-3-benzyloxy-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-7-phenyl-hept-4-enyl ester

: 868566-35-2
Benzoic acid (1S,3S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-3-hydroxy-7-phenyl-heptyl ester

Guidance literature:: With hydrogen; nickel; In ethanol; for 12h; under 1034.3 Torr;
DOI:10.1021/jo050972v

Reference yield:

: 868566-22-7
2-O-benzyl-3,5-dideoxy-6,7-O-isopropylidene-D-xyloheptoic-γ-lactone

: 868566-35-2
Benzoic acid (1S,3S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-3-hydroxy-7-phenyl-heptyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 97 percent / DIBAL-H / CH₂Cl₂; toluene / 0.5 h / -78 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 20 °C

2.2: 96 percent / tetrahydrofuran; hexane / 12 h / 20 °C

3.1: 69 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / 0 °C

4.1: 96 percent / H₂ / Raney nickel / ethanol / 12 h / 1034.3 Torr

With n-butyllithium; hydrogen; diisobutylaluminium hydride; triphenylphosphine; diethylazodicarboxylate; nickel; In tetrahydrofuran; ethanol; hexane; dichloromethane; toluene; 2.2: Wittig olefination reaction / 3.1: Mitsunobu reaction;
DOI:10.1021/jo050972v

Reference yield:

: (3R,5S)-3-Benzyloxy-5-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-furan-2-ol

: 868566-35-2
Benzoic acid (1S,3S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-3-hydroxy-7-phenyl-heptyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 20 °C

1.2: 96 percent / tetrahydrofuran; hexane / 12 h / 20 °C

2.1: 69 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / 0 °C

3.1: 96 percent / H₂ / Raney nickel / ethanol / 12 h / 1034.3 Torr

With n-butyllithium; hydrogen; triphenylphosphine; diethylazodicarboxylate; nickel; In tetrahydrofuran; ethanol; hexane; 1.2: Wittig olefination reaction / 2.1: Mitsunobu reaction;
DOI:10.1021/jo050972v