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

Base Information

Chemical Name:Benzoic acid (Z)-(1S,3R)-3-benzyloxy-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-7-phenyl-hept-4-enyl ester
CAS No.:868566-27-2
Molecular Formula:C₃₃H₃₈O₅
Molecular Weight:514.662
Hs Code.:

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

Suppliers and Price of Benzoic acid (Z)-(1S,3R)-3-benzyloxy-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-7-phenyl-hept-4-enyl ester

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

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

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

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

There total 9 articles about Benzoic acid (Z)-(1S,3R)-3-benzyloxy-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-7-phenyl-hept-4-enyl 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: 69.0%

: 868566-26-1
(Z)-(2R,4R)-4-Benzyloxy-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-8-phenyl-oct-5-en-2-ol

: 65-85-0,8013-63-6
benzoic acid

: 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

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1021/jo050972v

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 3 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

With n-butyllithium; diisobutylaluminium hydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 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

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

Guidance literature:: Multi-step reaction with 2 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

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