(2S,4R,9R)-(6E)-1,2-epoxy-10-benzyloxy-7,9-dimethyl-4-(dimethyl-t-butylsilyloxy)dec-6-ene

Base Information

Chemical Name:(2S,4R,9R)-(6E)-1,2-epoxy-10-benzyloxy-7,9-dimethyl-4-(dimethyl-t-butylsilyloxy)dec-6-ene
CAS No.:101906-29-0
Molecular Formula:C₂₅H₄₂O₃Si
Molecular Weight:418.692
Hs Code.:

Synonyms:(2S,4R,9R)-(6E)-1,2-epoxy-10-benzyloxy-7,9-dimethyl-4-(dimethyl-t-butylsilyloxy)dec-6-ene

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Chemical Property of (2S,4R,9R)-(6E)-1,2-epoxy-10-benzyloxy-7,9-dimethyl-4-(dimethyl-t-butylsilyloxy)dec-6-ene

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Technology Process of (2S,4R,9R)-(6E)-1,2-epoxy-10-benzyloxy-7,9-dimethyl-4-(dimethyl-t-butylsilyloxy)dec-6-ene

There total 16 articles about (2S,4R,9R)-(6E)-1,2-epoxy-10-benzyloxy-7,9-dimethyl-4-(dimethyl-t-butylsilyloxy)dec-6-ene 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: 93.0%

: 114092-17-0
(2S,4R,9R)-(6E)-10-benzyloxy-1,2-epoxy-7,9-dimethyldec-6-ene-4-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 101906-29-0
(2S,4R,9R)-(6E)-1,2-epoxy-10-benzyloxy-7,9-dimethyl-4-(dimethyl-t-butylsilyloxy)dec-6-ene

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide;
DOI:10.1039/c39850001388

Reference yield:

: 101906-28-9
(4S)-4-<(2R,7R)-(4E)-8-benzyloxy-2-hydroxy-5,7-dimethyloct-4-en-1-yl>-2,2-dimethyl-1,3-dioxolane

: 101906-29-0
(2S,4R,9R)-(6E)-1,2-epoxy-10-benzyloxy-7,9-dimethyl-4-(dimethyl-t-butylsilyloxy)dec-6-ene

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / H⁽¹⁺⁾ / methanol

2: 95 percent / pyridine

3: 80 percent / K₂CO₃ / methanol

4: 93 percent / NEt₃ / dimethylformamide

With pyridine; hydrogen cation; potassium carbonate; triethylamine; In methanol; N,N-dimethyl-formamide;
DOI:10.1039/c39850001388

Reference yield:

: 63930-50-7
(S)-(+)-3-benzyloxy-2-methylpropyl bromide

: 101906-29-0
(2S,4R,9R)-(6E)-1,2-epoxy-10-benzyloxy-7,9-dimethyl-4-(dimethyl-t-butylsilyloxy)dec-6-ene

Guidance literature:: Multi-step reaction with 6 steps

1: 51 percent / ethylenediamine / dimethylsulfoxide / 1.) 8 deg C; 2.) 20 min, r.t.

3: 83 percent / Amberlite 120 acidic exchange resin / methanol / 72 h / Ambient temperature

4: 78 percent / pyridine / 10 h / 0 °C

5: 80 percent / K₂CO₃ / methanol / 0.42 h / Ambient temperature

6: 87 percent / 4-(N,N-dimethylamino)pyridine, NEt₃ / dimethylformamide / 5 h / Ambient temperature

With dmap; Amberlite 120 acidic exchange resin; potassium carbonate; ethylenediamine; triethylamine; In pyridine; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1039/P19870002189