(1R,1'R,2S,2'S,3R,3'R,4R,4'R,5R,5'R)-1,1'-(buta-1,3-diyne-1,4-diyl)bis(3-(benzyloxy)-5-methyl-2-vinylcyclohexane-1,4-diol)

Base Information

Chemical Name:(1R,1'R,2S,2'S,3R,3'R,4R,4'R,5R,5'R)-1,1'-(buta-1,3-diyne-1,4-diyl)bis(3-(benzyloxy)-5-methyl-2-vinylcyclohexane-1,4-diol)
CAS No.:1449483-57-1
Molecular Formula:C₃₆H₄₂O₆
Molecular Weight:570.726
Hs Code.:

Synonyms:(1R,1'R,2S,2'S,3R,3'R,4R,4'R,5R,5'R)-1,1'-(buta-1,3-diyne-1,4-diyl)bis(3-(benzyloxy)-5-methyl-2-vinylcyclohexane-1,4-diol)

Suppliers and Price of (1R,1'R,2S,2'S,3R,3'R,4R,4'R,5R,5'R)-1,1'-(buta-1,3-diyne-1,4-diyl)bis(3-(benzyloxy)-5-methyl-2-vinylcyclohexane-1,4-diol)

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 (1R,1'R,2S,2'S,3R,3'R,4R,4'R,5R,5'R)-1,1'-(buta-1,3-diyne-1,4-diyl)bis(3-(benzyloxy)-5-methyl-2-vinylcyclohexane-1,4-diol)

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1R,1'R,2S,2'S,3R,3'R,4R,4'R,5R,5'R)-1,1'-(buta-1,3-diyne-1,4-diyl)bis(3-(benzyloxy)-5-methyl-2-vinylcyclohexane-1,4-diol)

There total 19 articles about (1R,1'R,2S,2'S,3R,3'R,4R,4'R,5R,5'R)-1,1'-(buta-1,3-diyne-1,4-diyl)bis(3-(benzyloxy)-5-methyl-2-vinylcyclohexane-1,4-diol) 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: 50.0%

: 1449483-56-0
(1R,2S,3R,4R,5R)-3-(benzyloxy)-1-ethynyl-5-methyl-2-vinylcyclohexane-1,4-diol

: 1449483-57-1
(1R,1'R,2S,2'S,3R,3'R,4R,4'R,5R,5'R)-1,1'-(buta-1,3-diyne-1,4-diyl)bis(3-(benzyloxy)-5-methyl-2-vinylcyclohexane-1,4-diol)

Guidance literature:: With carbon monoxide; ammonium acetate; palladium diacetate; methyloxirane; In tetrahydrofuran; at 50 ℃; for 40h;
DOI:10.1039/c3ob40692j

Reference yield:

: (S)-4-benzyl-3-((2S,3R,4R)-2-(benzyloxy)-3-(tert-butyldimethylsilyloxy)-4,8-dimethylnon-7-enoyl)oxazolidin-2-one

: 1449483-57-1
(1R,1'R,2S,2'S,3R,3'R,4R,4'R,5R,5'R)-1,1'-(buta-1,3-diyne-1,4-diyl)bis(3-(benzyloxy)-5-methyl-2-vinylcyclohexane-1,4-diol)

Guidance literature:: Multi-step reaction with 13 steps

1.1: sodium tetrahydroborate / water; tetrahydrofuran / 20 h / 0 - 20 °C

2.1: Dess-Martin periodane / dichloromethane / 2.5 h / 20 °C

2.2: 20 h / 20 °C

3.1: diisobutylaluminium hydride / toluene; diethyl ether / 0.25 h / -40 °C / Inert atmosphere

4.1: dmap; triethylamine / dichloromethane / 20 °C

5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / -10 °C

6.1: periodic acid dihydrate / diethyl ether / 0.25 h

7.1: triphenylphosphine; pyrrolidine; palladium diacetate / dimethyl sulfoxide / 20 °C

8.1: triethylamine / dichloromethane / 1 h / 50 °C / Inert atmosphere

9.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.25 h / 20 °C

9.2: 2 h / 20 °C

10.1: n-butyllithium / hexane; tetrahydrofuran / 0.75 h / -78 °C / Inert atmosphere

10.2: 0.58 h / -78 - 20 °C / Inert atmosphere

11.1: potassium carbonate / methanol / 1 h / 20 °C

12.1: hydrogen fluoride / acetonitrile / 96 h / 50 °C

13.1: palladium diacetate; ammonium acetate; methyloxirane; carbon monoxide / tetrahydrofuran / 40 h / 50 °C

With pyrrolidine; dmap; sodium tetrahydroborate; n-butyllithium; periodic acid dihydrate; carbon monoxide; hydrogen fluoride; ammonium acetate; palladium diacetate; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; methyloxirane; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; toluene; acetonitrile;
DOI:10.1039/c3ob40692j

Reference yield:

: 1392307-50-4
(2R,3R,4R)-2-(benzyloxy)-3-(tert-butyldimethylsilyloxy)-4,8-dimethylnon-7-en-1-ol

: 1449483-57-1
(1R,1'R,2S,2'S,3R,3'R,4R,4'R,5R,5'R)-1,1'-(buta-1,3-diyne-1,4-diyl)bis(3-(benzyloxy)-5-methyl-2-vinylcyclohexane-1,4-diol)

Guidance literature:: Multi-step reaction with 12 steps

1.1: Dess-Martin periodane / dichloromethane / 2.5 h / 20 °C

1.2: 20 h / 20 °C

2.1: diisobutylaluminium hydride / toluene; diethyl ether / 0.25 h / -40 °C / Inert atmosphere

3.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 15 h / 0 °C / Inert atmosphere

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / Cooling with ice

5.1: periodic acid dihydrate / diethyl ether / 0.25 h

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; pyrrolidine / tetrahydrofuran / 20 °C / Inert atmosphere

7.1: triethylamine / dichloromethane / 1 h / 50 °C / Inert atmosphere

8.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.25 h / 20 °C

8.2: 2 h / 20 °C

9.1: n-butyllithium / hexane; tetrahydrofuran / 0.75 h / -78 °C / Inert atmosphere

9.2: 0.58 h / -78 - 20 °C / Inert atmosphere

10.1: potassium carbonate / methanol / 1 h / 20 °C

11.1: hydrogen fluoride / acetonitrile / 96 h / 50 °C

12.1: palladium diacetate; ammonium acetate; methyloxirane; carbon monoxide / tetrahydrofuran / 40 h / 50 °C

With pyrrolidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; periodic acid dihydrate; carbon tetrabromide; carbon monoxide; hydrogen fluoride; ammonium acetate; palladium diacetate; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; methyloxirane; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene; acetonitrile;
DOI:10.1039/c3ob40692j