(Z,Z)-(3S,4S)-2-ethynyl-6-hydroxy benzoic acid 3-(1-benzyloxy-8-bromo-4-methoxymethoxy-octa-5,7-dienyl) ester

Base Information

Chemical Name:(Z,Z)-(3S,4S)-2-ethynyl-6-hydroxy benzoic acid 3-(1-benzyloxy-8-bromo-4-methoxymethoxy-octa-5,7-dienyl) ester
CAS No.:760210-88-6
Molecular Formula:C₂₆H₂₇BrO₆
Molecular Weight:515.401
Hs Code.:

Synonyms:(Z,Z)-(3S,4S)-2-ethynyl-6-hydroxy benzoic acid 3-(1-benzyloxy-8-bromo-4-methoxymethoxy-octa-5,7-dienyl) ester

Suppliers and Price of (Z,Z)-(3S,4S)-2-ethynyl-6-hydroxy benzoic acid 3-(1-benzyloxy-8-bromo-4-methoxymethoxy-octa-5,7-dienyl) 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 (Z,Z)-(3S,4S)-2-ethynyl-6-hydroxy benzoic acid 3-(1-benzyloxy-8-bromo-4-methoxymethoxy-octa-5,7-dienyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (Z,Z)-(3S,4S)-2-ethynyl-6-hydroxy benzoic acid 3-(1-benzyloxy-8-bromo-4-methoxymethoxy-octa-5,7-dienyl) ester

There total 11 articles about (Z,Z)-(3S,4S)-2-ethynyl-6-hydroxy benzoic acid 3-(1-benzyloxy-8-bromo-4-methoxymethoxy-octa-5,7-dienyl) 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:

: 760210-87-5
(Z,Z)-(3S,4S)-2-hydroxy-6-[(triisopropylsilanyl)ethynyl] benzoic acid 3-(1-benzyloxy-8-bromo-4-methoxymethoxy-octa-5,7-dienyl) ester

: 760210-88-6
(Z,Z)-(3S,4S)-2-ethynyl-6-hydroxy benzoic acid 3-(1-benzyloxy-8-bromo-4-methoxymethoxy-octa-5,7-dienyl) ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 1.5h;
DOI:10.1021/ja047190o

Reference yield:

: 145958-02-7
(2S,4S)-2-phenyl-1,3-dioxane-4-carboxaldehyde

: 760210-88-6
(Z,Z)-(3S,4S)-2-ethynyl-6-hydroxy benzoic acid 3-(1-benzyloxy-8-bromo-4-methoxymethoxy-octa-5,7-dienyl) ester

Guidance literature:: Multi-step reaction with 10 steps

1: 89 percent / Zn(OTf)2; (+)-N-methylephedrine; Et₃N / toluene / 1.5 h / 20 °C

2: i-Pr₂NEt / CH₂Cl₂ / 20 °C

3: K₂CO₃; methanol / 0.5 h / 0 °C

4: 1.42 g / H₂; quinoline / Lindlar's catalyst / methanol / 24 h / 20 °C

5: IBX; DMSO / 1 h / 20 °C

6: 1.10 g / PPh₃; Et₃N / CH₂Cl₂ / 0.75 h / 0 °C

7: 88 percent / n-Bu₃SnH; Pd(PPh₃)4 / benzene / 20 °C

8: 75 percent / DIBALH / CH₂Cl₂; toluene / 0.17 h / 0 °C

9: NaHMDS / tetrahydrofuran / 5 h / -20 - 0 °C

10: 355 mg / TBAF / tetrahydrofuran / 1.5 h / 0 °C

With quinoline; methanol; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; potassium carbonate; (+)-N-methylephedrine; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; Lindlar's catalyst; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene;
DOI:10.1021/ja047190o

Reference yield:

: 760210-81-9
(4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-yn-1-ol

: 760210-88-6
(Z,Z)-(3S,4S)-2-ethynyl-6-hydroxy benzoic acid 3-(1-benzyloxy-8-bromo-4-methoxymethoxy-octa-5,7-dienyl) ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.42 g / H₂; quinoline / Lindlar's catalyst / methanol / 24 h / 20 °C

2: IBX; DMSO / 1 h / 20 °C

3: 1.10 g / PPh₃; Et₃N / CH₂Cl₂ / 0.75 h / 0 °C

4: 88 percent / n-Bu₃SnH; Pd(PPh₃)4 / benzene / 20 °C

5: 75 percent / DIBALH / CH₂Cl₂; toluene / 0.17 h / 0 °C

6: NaHMDS / tetrahydrofuran / 5 h / -20 - 0 °C

7: 355 mg / TBAF / tetrahydrofuran / 1.5 h / 0 °C

With quinoline; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; Lindlar's catalyst; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene;
DOI:10.1021/ja047190o