phenylmethyl [(1S,3Z)-1-({[(1,1-dimethylethyl)(diphenyl)silyl]oxy}methyl)-5-hydroxy-3-penten-1-yl]carbamate

Base Information

Chemical Name:phenylmethyl [(1S,3Z)-1-({[(1,1-dimethylethyl)(diphenyl)silyl]oxy}methyl)-5-hydroxy-3-penten-1-yl]carbamate
CAS No.:1228188-04-2
Molecular Formula:C₃₀H₃₇NO₄Si
Molecular Weight:503.714
Hs Code.:

Synonyms:phenylmethyl [(1S,3Z)-1-({[(1,1-dimethylethyl)(diphenyl)silyl]oxy}methyl)-5-hydroxy-3-penten-1-yl]carbamate

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Chemical Property of phenylmethyl [(1S,3Z)-1-({[(1,1-dimethylethyl)(diphenyl)silyl]oxy}methyl)-5-hydroxy-3-penten-1-yl]carbamate

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Technology Process of phenylmethyl [(1S,3Z)-1-({[(1,1-dimethylethyl)(diphenyl)silyl]oxy}methyl)-5-hydroxy-3-penten-1-yl]carbamate

There total 7 articles about phenylmethyl [(1S,3Z)-1-({[(1,1-dimethylethyl)(diphenyl)silyl]oxy}methyl)-5-hydroxy-3-penten-1-yl]carbamate 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:

: 1228188-03-1
methyl (2Z,5S)-6-{[(1,1-dimethylethyl)(diphenyl)silyl]oxy}-5-({[(phenylmethyl)oxy]carbonyl}amino)-2-hexenoate

: 1228188-04-2
phenylmethyl [(1S,3Z)-1-({[(1,1-dimethylethyl)(diphenyl)silyl]oxy}methyl)-5-hydroxy-3-penten-1-yl]carbamate

Guidance literature:: methyl (2Z,5S)-6-{[(1,1-dimethylethyl)(diphenyl)silyl]oxy}-5-({[(phenylmethyl)oxy]carbonyl}amino)-2-hexenoate; With diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; at -78 ℃;

With water; ammonium chloride; In tetrahydrofuran; dichloromethane;

Reference yield:

: 461009-54-1
(S)-3-(((benzyloxy)carbonyl)amino)-4-((tert-butyldiphenylsilyl)oxy)butanoic acid

: 1228188-04-2
phenylmethyl [(1S,3Z)-1-({[(1,1-dimethylethyl)(diphenyl)silyl]oxy}methyl)-5-hydroxy-3-penten-1-yl]carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.33 h / 20 °C

1.2: 0.5 h / 20 °C

2.1: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / -78 °C

3.1: 18-crown-6 ether; potassium hexamethylsilazane / tetrahydrofuran; toluene / -78 °C

3.2: -78 °C

4.1: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / -78 °C

With 18-crown-6 ether; potassium hexamethylsilazane; diisobutylaluminium hydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 87219-29-2
benzyl (3S)-5-oxotetrahydro-3-furanylcarbamate

: 1228188-04-2
phenylmethyl [(1S,3Z)-1-({[(1,1-dimethylethyl)(diphenyl)silyl]oxy}methyl)-5-hydroxy-3-penten-1-yl]carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: caesium carbonate / water; acetone / 5 h / 20 °C

1.2: pH 2

2.1: 1H-imidazole / N,N-dimethyl-formamide / 15 h / 20 °C

3.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.33 h / 20 °C

3.2: 0.5 h / 20 °C

4.1: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / -78 °C

5.1: 18-crown-6 ether; potassium hexamethylsilazane / tetrahydrofuran; toluene / -78 °C

5.2: -78 °C

6.1: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / -78 °C

With 1H-imidazole; 18-crown-6 ether; potassium hexamethylsilazane; diisobutylaluminium hydride; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;