(1E,3R,4R,6R)-(6-benzyloxy-1-N,N-diisopropylcarbamoyloxy-4-triethylsilyloxy-3-methylnona-1,8-dienylsulfanyl)benzene

Base Information

Chemical Name:(1E,3R,4R,6R)-(6-benzyloxy-1-N,N-diisopropylcarbamoyloxy-4-triethylsilyloxy-3-methylnona-1,8-dienylsulfanyl)benzene
CAS No.:405114-97-8
Molecular Formula:C₃₆H₅₅NO₄SSi
Molecular Weight:625.989
Hs Code.:

Synonyms:(1E,3R,4R,6R)-(6-benzyloxy-1-N,N-diisopropylcarbamoyloxy-4-triethylsilyloxy-3-methylnona-1,8-dienylsulfanyl)benzene

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Chemical Property of (1E,3R,4R,6R)-(6-benzyloxy-1-N,N-diisopropylcarbamoyloxy-4-triethylsilyloxy-3-methylnona-1,8-dienylsulfanyl)benzene

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Technology Process of (1E,3R,4R,6R)-(6-benzyloxy-1-N,N-diisopropylcarbamoyloxy-4-triethylsilyloxy-3-methylnona-1,8-dienylsulfanyl)benzene

There total 8 articles about (1E,3R,4R,6R)-(6-benzyloxy-1-N,N-diisopropylcarbamoyloxy-4-triethylsilyloxy-3-methylnona-1,8-dienylsulfanyl)benzene 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: 46.0%

: 882-33-7
diphenyldisulfane

: 405115-05-1
Diisopropyl-carbamic acid (Z)-(R)-6-benzyloxy-3-methyl-4-triethylsilanyloxy-nona-1,8-dienyl ester

: Diisopropyl-carbamic acid (E)-(3S,4R,6R)-6-benzyloxy-3-methyl-1-phenylsulfanyl-4-triethylsilanyloxy-nona-1,8-dienyl ester

: 405114-97-8
(1E,3R,4R,6R)-(6-benzyloxy-1-N,N-diisopropylcarbamoyloxy-4-triethylsilyloxy-3-methylnona-1,8-dienylsulfanyl)benzene

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; In hexane; pentane; at -78 ℃; for 2h;
DOI:10.1021/ol017122w

Reference yield:

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 405114-97-8
(1E,3R,4R,6R)-(6-benzyloxy-1-N,N-diisopropylcarbamoyloxy-4-triethylsilyloxy-3-methylnona-1,8-dienylsulfanyl)benzene

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / -78 - 20 °C

2: 46 percent / tert-butyllithium; N,N,N',N'-tetramethylethylenediamine / hexane; pentane / 2 h / -78 °C

With 2,6-dimethylpyridine; N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; In hexane; dichloromethane; pentane;
DOI:10.1021/ol017122w

Reference yield:

: 100-39-0
benzyl bromide

: 405114-97-8
(1E,3R,4R,6R)-(6-benzyloxy-1-N,N-diisopropylcarbamoyloxy-4-triethylsilyloxy-3-methylnona-1,8-dienylsulfanyl)benzene

Guidance literature:: Multi-step reaction with 6 steps

1: sodium hydride

2: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone

3: o-iodoxybenzoic acid

4: 96 percent / butyllithium; N,N,N',N'-tetramethylethylenediamine; titanium(IV) isopropoxide / 0 °C

5: 86 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / -78 - 20 °C

6: 46 percent / tert-butyllithium; N,N,N',N'-tetramethylethylenediamine / hexane; pentane / 2 h / -78 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In hexane; dichloromethane; pentane; 4: Hoppe homoaldol reaction;
DOI:10.1021/ol017122w