4β,5β-5-Hydroxy-4-(hydroxymethyl)-3,3aβ,5,6-tetrahydro-4H-cyclopentisoxazole Acetonide

Base Information

Chemical Name:4β,5β-5-Hydroxy-4-(hydroxymethyl)-3,3aβ,5,6-tetrahydro-4H-cyclopentisoxazole Acetonide
CAS No.:89956-09-2
Molecular Formula:C₁₀H₁₅NO₃
Molecular Weight:197.234
Hs Code.:

4β,5β-5-Hydroxy-4-(hydroxymethyl)-3,3aβ,5,6-tetrahydro-4H-cyclopent<c>isoxazole Acetonide

Synonyms:

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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 4β,5β-5-Hydroxy-4-(hydroxymethyl)-3,3aβ,5,6-tetrahydro-4H-cyclopentisoxazole Acetonide

Chemical Property:

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Technology Process of 4β,5β-5-Hydroxy-4-(hydroxymethyl)-3,3aβ,5,6-tetrahydro-4H-cyclopentisoxazole Acetonide

There total 6 articles about 4β,5β-5-Hydroxy-4-(hydroxymethyl)-3,3aβ,5,6-tetrahydro-4H-cyclopentisoxazole Acetonide 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: 70.0%

: 89923-19-3
(E)-cis-(5-Ethenyl-2,2-dimethyl-1,3-dioxan-4-yl)acetoxime

: 89956-09-2
4β,5β-5-Hydroxy-4-(hydroxymethyl)-3,3aβ,5,6-tetrahydro-4H-cyclopentisoxazole Acetonide

Guidance literature:: With sodium hypochlorite; In dichloromethane; at 0 ℃; for 0.666667h;
DOI:10.1021/jo00187a001

Reference yield:

: 89923-06-8,89923-07-9
Ethyl 2-Ethenyl-3-hydroxy-5-(phenylmethoxy)pentanoate

: 89956-09-2
4β,5β-5-Hydroxy-4-(hydroxymethyl)-3,3aβ,5,6-tetrahydro-4H-cyclopentisoxazole Acetonide

Guidance literature:: Multi-step reaction with 6 steps

1: 13.4 g / LAH / diethyl ether

2: Amberlyst-15 / 24 h

3: Na / NH₃ / ethanol / tetrahydrofuran / 0.08 h / -78 °C

4: oxalyl chloride, DMSO, Et₃N / CH₂Cl₂ / 1.) -78 deg C, 2.) 5 min room temp.

5: 73 percent / H₂NOH*HCl, pyridine / 1.5 h

6: 70 percent / aq.NaOCl / CH₂Cl₂ / 0.67 h / 0 °C

With pyridine; sodium hypochlorite; lithium aluminium tetrahydride; oxalyl dichloride; ethanol; hydroxylamine hydrochloride; ammonia; sodium; dimethyl sulfoxide; triethylamine; amberlyst-15; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo00187a001

Reference yield:

: 89923-08-0,89923-09-1,89956-06-9
2-Ethenyl-5-(phenylmethoxy)-1,3-pentanediol

: 89956-09-2
4β,5β-5-Hydroxy-4-(hydroxymethyl)-3,3aβ,5,6-tetrahydro-4H-cyclopentisoxazole Acetonide

Guidance literature:: Multi-step reaction with 5 steps

1: Amberlyst-15 / 24 h

2: Na / NH₃ / ethanol / tetrahydrofuran / 0.08 h / -78 °C

3: oxalyl chloride, DMSO, Et₃N / CH₂Cl₂ / 1.) -78 deg C, 2.) 5 min room temp.

4: 73 percent / H₂NOH*HCl, pyridine / 1.5 h

5: 70 percent / aq.NaOCl / CH₂Cl₂ / 0.67 h / 0 °C

With pyridine; sodium hypochlorite; oxalyl dichloride; ethanol; hydroxylamine hydrochloride; ammonia; sodium; dimethyl sulfoxide; triethylamine; amberlyst-15; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00187a001