(3R,4S)-(E)-7-benzyloxymethoxy-3-tert-butyldimethylsilyloxy-4-methyl-hept-5-ene

Base Information

Chemical Name:(3R,4S)-(E)-7-benzyloxymethoxy-3-tert-butyldimethylsilyloxy-4-methyl-hept-5-ene
CAS No.:141858-95-9
Molecular Formula:C₂₂H₃₈O₃Si
Molecular Weight:378.627
Hs Code.:

Synonyms:(3R,4S)-(E)-7-benzyloxymethoxy-3-tert-butyldimethylsilyloxy-4-methyl-hept-5-ene

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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 (3R,4S)-(E)-7-benzyloxymethoxy-3-tert-butyldimethylsilyloxy-4-methyl-hept-5-ene

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Technology Process of (3R,4S)-(E)-7-benzyloxymethoxy-3-tert-butyldimethylsilyloxy-4-methyl-hept-5-ene

There total 12 articles about (3R,4S)-(E)-7-benzyloxymethoxy-3-tert-butyldimethylsilyloxy-4-methyl-hept-5-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: 100.0%

: 3587-60-8
Benzyloxymethyl chloride

: 141858-87-9
(4S,5R,E)-5-[(tert-butyldimethylsilyl)oxy]-4-methylhept-2-en-1-ol

: 141858-95-9
(3R,4S)-(E)-7-benzyloxymethoxy-3-tert-butyldimethylsilyloxy-4-methyl-hept-5-ene

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 11.5h; Ambient temperature;
DOI:10.3987/COM-91-S80

Reference yield:

: 111149-31-6
(3R,4S)-(E)-7-benzyloxy-4-methyl-1-trimethylsilylhept-5-en-1-yn-3-ol

: 141858-95-9
(3R,4S)-(E)-7-benzyloxymethoxy-3-tert-butyldimethylsilyloxy-4-methyl-hept-5-ene

Guidance literature:: Multi-step reaction with 9 steps

1: 96 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.13 h / Ambient temperature

2: 75 percent / Ph₃P, diisopropyl azodicarboxylate / 0.58 h / 0 °C

3: 97 percent / K₂CO₃ / methanol / 1 h / Ambient temperature

4: 66 percent / NaHCO₃, N-bromosuccinimide / 1 h / Ambient temperature

5: 80 percent / H₂ / PtO₂ / hexane / 2.5 h / 760 Torr / Ambient temperature

6: 99 percent / Zn, 35percent HCl / methanol / 10 h / Heating

7: 97 percent / imidazole / dimethylformamide / 14 h / Ambient temperature

8: 89 percent / Li, NH₃ / tetrahydrofuran

9: 100 percent / (i-Pr)2NEt / CH₂Cl₂ / 11.5 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; N-Bromosuccinimide; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; ammonia; hydrogen; lithium; sodium hydrogencarbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; zinc; platinum(IV) oxide; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.3987/COM-91-S80

Reference yield:

: 141207-20-7
Benzoic acid (E)-(1S,2S)-5-benzyloxy-1-ethynyl-2-methyl-pent-3-enyl ester

: 141858-95-9
(3R,4S)-(E)-7-benzyloxymethoxy-3-tert-butyldimethylsilyloxy-4-methyl-hept-5-ene

Guidance literature:: Multi-step reaction with 7 steps

1: 97 percent / K₂CO₃ / methanol / 1 h / Ambient temperature

2: 66 percent / NaHCO₃, N-bromosuccinimide / 1 h / Ambient temperature

3: 80 percent / H₂ / PtO₂ / hexane / 2.5 h / 760 Torr / Ambient temperature

4: 99 percent / Zn, 35percent HCl / methanol / 10 h / Heating

5: 97 percent / imidazole / dimethylformamide / 14 h / Ambient temperature

6: 89 percent / Li, NH₃ / tetrahydrofuran

7: 100 percent / (i-Pr)2NEt / CH₂Cl₂ / 11.5 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; N-Bromosuccinimide; ammonia; hydrogen; lithium; sodium hydrogencarbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; zinc; platinum(IV) oxide; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.3987/COM-91-S80