1,2-Cyclobutanediol, 4-ethenyl-3-[(4-methoxyphenyl)methoxy]-1-(phenylethynyl)-, (1R,2R,3R,4R)-

Base Information

Chemical Name:1,2-Cyclobutanediol, 4-ethenyl-3-[(4-methoxyphenyl)methoxy]-1-(phenylethynyl)-, (1R,2R,3R,4R)-
CAS No.:500187-81-5
Molecular Formula:C22H22O4
Molecular Weight:350.414
Hs Code.:
Mol file:500187-81-5.mol

Synonyms:

Suppliers and Price of 1,2-Cyclobutanediol, 4-ethenyl-3-[(4-methoxyphenyl)methoxy]-1-(phenylethynyl)-, (1R,2R,3R,4R)-

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

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Chemical Property of 1,2-Cyclobutanediol, 4-ethenyl-3-[(4-methoxyphenyl)methoxy]-1-(phenylethynyl)-, (1R,2R,3R,4R)-

Chemical Property:

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Technology Process of 1,2-Cyclobutanediol, 4-ethenyl-3-[(4-methoxyphenyl)methoxy]-1-(phenylethynyl)-, (1R,2R,3R,4R)-

There total 17 articles about 1,2-Cyclobutanediol, 4-ethenyl-3-[(4-methoxyphenyl)methoxy]-1-(phenylethynyl)-, (1R,2R,3R,4R)- 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: 85.0%

: 500187-78-0
(1R,2R,3R,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-1-phenylethynyl-4-vinyl-cyclobutanol

: 500187-81-5
(1R,2R,3R,4R)-3-(4-Methoxy-benzyloxy)-1-phenylethynyl-4-vinyl-cyclobutane-1,2-diol

Guidance literature:: With hydrogenchloride; In methanol; at 0 ℃;
DOI:10.1021/ol027336t

Reference yield:

: (4S,5R)-2-Methoxy-4-(4-methoxy-benzyloxy)-5-vinyl-tetrahydro-furan-3-ol

: 500187-81-5
(1R,2R,3R,4R)-3-(4-Methoxy-benzyloxy)-1-phenylethynyl-4-vinyl-cyclobutane-1,2-diol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 19.2 g / imidozole; DMAP / CH₂Cl₂ / 48 h / 20 °C

2.1: zirconocene / toluene / 3 h / 20 °C

2.2: 65 percent / boron trifluoride etherate / toluene / 0.5 h / 0 °C

3.1: Dess-Martin periodinane; sodium bicarbonate / CH₂Cl₂ / 3 h / 20 °C

4.1: n-butyllithium / tetrahydrofuran / -78 - 0 °C

4.2: MgBr₂*OEt₂ / 0.33 h / 0 °C

4.3: 195 mg / tetrahydrofuran / 2.5 h / 0 °C

5.1: 85 percent / HCl / methanol / 0 °C

With 1H-imidazole; hydrogenchloride; dmap; n-butyllithium; zirconocene; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; methanol; dichloromethane; toluene; 3.1: Dess-Martin oxidation / 4.2: Grignard addition;
DOI:10.1021/ol027336t

Reference yield:

: 2847-00-9
1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose

: 500187-81-5
(1R,2R,3R,4R)-3-(4-Methoxy-benzyloxy)-1-phenylethynyl-4-vinyl-cyclobutane-1,2-diol

Guidance literature:: Multi-step reaction with 11 steps

1.1: NaBH₄

2.1: sodium hydride / tetrahydrofuran / 0 - 20 °C

2.2: 70 percent / tetra-n-butylammonium iodide / tetrahydrofuran / 3 h / 20 °C

3.1: 59 percent / aq. HCl / methanol / 0 - 20 °C

4.1: 96 percent / pyridine / 48 h / 20 °C

5.1: 87 percent / zinc; sodium iodide / dimethylformamide / Heating

6.1: 79 percent / HCl

7.1: 19.2 g / imidozole; DMAP / CH₂Cl₂ / 48 h / 20 °C

8.1: zirconocene / toluene / 3 h / 20 °C

8.2: 65 percent / boron trifluoride etherate / toluene / 0.5 h / 0 °C

9.1: Dess-Martin periodinane; sodium bicarbonate / CH₂Cl₂ / 3 h / 20 °C

10.1: n-butyllithium / tetrahydrofuran / -78 - 0 °C

10.2: MgBr₂*OEt₂ / 0.33 h / 0 °C

10.3: 195 mg / tetrahydrofuran / 2.5 h / 0 °C

11.1: 85 percent / HCl / methanol / 0 °C

With pyridine; 1H-imidazole; hydrogenchloride; dmap; sodium tetrahydroborate; n-butyllithium; zirconocene; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; sodium iodide; zinc; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 9.1: Dess-Martin oxidation / 10.2: Grignard addition;
DOI:10.1021/ol027336t