(3aR,4R,5S,6R,6aS)-4,5,6-Tris-benzyloxy-4-benzyloxymethyl-hexahydro-cyclopentaoxazol-2-one

Base Information

Chemical Name:(3aR,4R,5S,6R,6aS)-4,5,6-Tris-benzyloxy-4-benzyloxymethyl-hexahydro-cyclopentaoxazol-2-one
CAS No.:158632-02-1
Molecular Formula:C₃₅H₃₅NO₆
Molecular Weight:565.666
Hs Code.:

Synonyms:(3aR,4R,5S,6R,6aS)-4,5,6-Tris-benzyloxy-4-benzyloxymethyl-hexahydro-cyclopentaoxazol-2-one

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Chemical Property of (3aR,4R,5S,6R,6aS)-4,5,6-Tris-benzyloxy-4-benzyloxymethyl-hexahydro-cyclopentaoxazol-2-one

Chemical Property:

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Technology Process of (3aR,4R,5S,6R,6aS)-4,5,6-Tris-benzyloxy-4-benzyloxymethyl-hexahydro-cyclopentaoxazol-2-one

There total 9 articles about (3aR,4R,5S,6R,6aS)-4,5,6-Tris-benzyloxy-4-benzyloxymethyl-hexahydro-cyclopentaoxazol-2-one 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:

: (3aR,4R,5S,6R,6aS)-4,5,6-Tris-benzyloxy-4-benzyloxymethyl-3-(4-methoxy-benzyl)-hexahydro-cyclopentaoxazol-2-one

: 158632-02-1
(3aR,4R,5S,6R,6aS)-4,5,6-Tris-benzyloxy-4-benzyloxymethyl-hexahydro-cyclopentaoxazol-2-one

Guidance literature:: With ammonium cerium(IV) nitrate; In water; acetonitrile; Yield given;

Reference yield:

: 89291-76-9
(1S,4R,5S)-(-)-3-<(benzyloxy)methyl>-4,5-O-isopropylidene-2-cyclopenten-1-ol

: 158632-02-1
(3aR,4R,5S,6R,6aS)-4,5,6-Tris-benzyloxy-4-benzyloxymethyl-hexahydro-cyclopentaoxazol-2-one

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) NaH, MeI, 2.) I₂, Na₂CO₃, Na₂SO₃ / 2.) THF

2: 1.) H₂SO₄, 2.) Zn / 2.) THF

3: K₂CO₃ / methanol; H₂O

4: DEAD, Ph₃P / toluene

5: Na₂CO₃, H₂O / methanol

6: 90 percent / CF₃CO₃H, Na₂CO₃ / CH₂Cl₂ / -20 °C

7: 89 percent / PhCO₂Na, H₂O / dimethylformamide / 12 h / 100 °C

8: NaH, n-Bu₄NI / tetrahydrofuran

9: CAN / acetonitrile; H₂O

With sodium benzoate; ammonium cerium(IV) nitrate; trifluoroacetyl peroxide; sulfuric acid; water; iodine; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium carbonate; potassium carbonate; triphenylphosphine; sodium sulfite; zinc; diethylazodicarboxylate; methyl iodide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

: 158632-00-9
(1aR,1bR,4aS,5R,5aR)-1a-Benzyloxymethyl-5-hydroxy-2-(4-methoxy-benzyl)-hexahydro-1,4-dioxa-2-aza-cyclopropa[a]pentalen-3-one

: 158632-02-1
(3aR,4R,5S,6R,6aS)-4,5,6-Tris-benzyloxy-4-benzyloxymethyl-hexahydro-cyclopentaoxazol-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / PhCO₂Na, H₂O / dimethylformamide / 12 h / 100 °C

2: NaH, n-Bu₄NI / tetrahydrofuran

3: CAN / acetonitrile; H₂O

With sodium benzoate; ammonium cerium(IV) nitrate; water; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;