2H-Cyclopentoxazol-2-one, 4,5-bis(acetyloxy)-6-(acetyloxy)methylhexahydro-, 3aS-(3a.alpha.,4.alpha.,5.beta.,6.alpha.,6a.alpha.)-

Base Information

Chemical Name:2H-Cyclopentoxazol-2-one, 4,5-bis(acetyloxy)-6-(acetyloxy)methylhexahydro-, 3aS-(3a.alpha.,4.alpha.,5.beta.,6.alpha.,6a.alpha.)-
CAS No.:138395-73-0
Molecular Formula:C13H17NO8
Molecular Weight:0
Hs Code.:
Mol file:138395-73-0.mol

Synonyms:2H-Cyclopentoxazol-2-one, 4,5-bis(acetyloxy)-6-(acetyloxy)methylhexahydro-, 3aS-(3a.alpha.,4.alpha.,5.beta.,6.alpha.,6a.alpha.)-

Suppliers and Price of 2H-Cyclopentoxazol-2-one, 4,5-bis(acetyloxy)-6-(acetyloxy)methylhexahydro-, 3aS-(3a.alpha.,4.alpha.,5.beta.,6.alpha.,6a.alpha.)-

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 2 raw suppliers

Chemical Property of 2H-Cyclopentoxazol-2-one, 4,5-bis(acetyloxy)-6-(acetyloxy)methylhexahydro-, 3aS-(3a.alpha.,4.alpha.,5.beta.,6.alpha.,6a.alpha.)-

Chemical Property:

PSA：117.23000
LogP:-0.15150

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 2H-Cyclopentoxazol-2-one, 4,5-bis(acetyloxy)-6-(acetyloxy)methylhexahydro-, 3aS-(3a.alpha.,4.alpha.,5.beta.,6.alpha.,6a.alpha.)-

There total 46 articles about 2H-Cyclopentoxazol-2-one, 4,5-bis(acetyloxy)-6-(acetyloxy)methylhexahydro-, 3aS-(3a.alpha.,4.alpha.,5.beta.,6.alpha.,6a.alpha.)- 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: 82.0%

: 140183-62-6
1R,2S,3R,5R-3,4-diacetoxy-5-acetoxymethyl-2-benzyloxycarbonylaminocyclopentanol

: 138395-73-0
(3aS,4R,5R,6S,6aS)-6-(Acetoxymethyl)-2-oxohexahydro-2H-cyclopenta[d]oxazole-4,5-diyl diacetate

Guidance literature:: With thionyl chloride; for 3h; Heating;

Reference yield:

: 108-24-7
acetic anhydride

: 138395-78-5
(3aR,4R,5R,6R,6aS)-4,5-Dihydroxy-6-hydroxymethyl-hexahydro-cyclopentaoxazol-2-one

: 138395-73-0
(3aS,4R,5R,6S,6aS)-6-(Acetoxymethyl)-2-oxohexahydro-2H-cyclopenta[d]oxazole-4,5-diyl diacetate

Guidance literature:: With pyridine; at 25 ℃; for 18h; Yield given;
DOI:10.1016/S0040-4039(00)92386-4

Reference yield:

: 100021-11-2
(1α,2β,3α)-2-(benzyloxymethyl)cyclopent-4-ene-1,3-diol

: 138395-73-0
(3aS,4R,5R,6S,6aS)-6-(Acetoxymethyl)-2-oxohexahydro-2H-cyclopenta[d]oxazole-4,5-diyl diacetate

Guidance literature:: Multi-step reaction with 13 steps

1: 85 percent / NaH, n-Bu₄NI / tetrahydrofuran / 0 - 20 °C

2: 88 percent / OsO₄, N-methylmorpholine N-oxide / acetone; H₂O / Ambient temperature

3: 67 percent / Et₃N / tetrahydrofuran / 0 °C

4: 92 percent / TMSOTf / CHCl₃ / 4 °C

5: 1.) KHMDS, 18-crown-6-ether / 1.) THF, -78 deg C, 2.) THF

6: 91 percent / 10percent aq. HCl / acetone / Ambient temperature

7: pyridine / CH₂Cl₂ / 0 °C

8: Bu₄NN₃ / benzene / Ambient temperature

9: H₂ / Pd/C / methanol / 2280 Torr

10: aq. Na₂CO₃ / CH₂Cl₂ / 0 °C

11: 76 percent / H₂ / Pd(OH)2/C / methanol / 2280 Torr / Ambient temperature

12: MeONa, mol. sieves 4A / methanol / Heating

13: pyridine / Ambient temperature

With pyridine; hydrogenchloride; osmium(VIII) oxide; 18-crown-6 ether; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; sodium methylate; tetrabutylammoniun azide; tetra-(n-butyl)ammonium iodide; potassium hexamethylsilazane; sodium hydride; sodium carbonate; 4-methylmorpholine N-oxide; triethylamine; palladium dihydroxide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; acetone; benzene;
DOI:10.1016/S0957-4166(97)00625-3