[5-amino-6-{5-[4-(3,4-dichlorophenethyloxy)phenylmethyl]-[1,2,4]oxadiazol-3-yl}-6-(tert-butyl-dimethylsilyloxy)-hexyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[5-amino-6-{5-[4-(3,4-dichlorophenethyloxy)phenylmethyl]-[1,2,4]oxadiazol-3-yl}-6-(tert-butyl-dimethylsilyloxy)-hexyl]-carbamic acid tert-butyl ester
CAS No.:885125-88-2
Molecular Formula:C₃₄H₅₀Cl₂N₄O₅Si
Molecular Weight:693.786
Hs Code.:

[5-amino-6-{5-[4-(3,4-dichlorophenethyloxy)phenylmethyl]-[1,2,4]oxadiazol-3-yl}-6-(tert-butyl-dimethylsilyloxy)-hexyl]-carbamic acid tert-butyl ester

Synonyms:[5-amino-6-{5-[4-(3,4-dichlorophenethyloxy)phenylmethyl]-[1,2,4]oxadiazol-3-yl}-6-(tert-butyl-dimethylsilyloxy)-hexyl]-carbamic acid tert-butyl ester

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Chemical Property of [5-amino-6-{5-[4-(3,4-dichlorophenethyloxy)phenylmethyl]-[1,2,4]oxadiazol-3-yl}-6-(tert-butyl-dimethylsilyloxy)-hexyl]-carbamic acid tert-butyl ester

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Technology Process of [5-amino-6-{5-[4-(3,4-dichlorophenethyloxy)phenylmethyl]-[1,2,4]oxadiazol-3-yl}-6-(tert-butyl-dimethylsilyloxy)-hexyl]-carbamic acid tert-butyl ester

There total 11 articles about [5-amino-6-{5-[4-(3,4-dichlorophenethyloxy)phenylmethyl]-[1,2,4]oxadiazol-3-yl}-6-(tert-butyl-dimethylsilyloxy)-hexyl]-carbamic acid tert-butyl ester 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: 83.0%

: 885125-87-1
[5-(allyloxycarbonylamino)-6-{5-[4-(3,4-dichlorophenethyloxy)phenylmethyl]-[1,2,4]oxadiazol-3-yl}-6-(tert-butyl-dimethylsilyloxy)-hexyl]-carbamic acid tert-butyl ester

: 885125-88-2
[5-amino-6-{5-[4-(3,4-dichlorophenethyloxy)phenylmethyl]-[1,2,4]oxadiazol-3-yl}-6-(tert-butyl-dimethylsilyloxy)-hexyl]-carbamic acid tert-butyl ester

Guidance literature:: [5-(allyloxycarbonylamino)-6-{5-[4-(3,4-dichlorophenethyloxy)phenylmethyl]-[1,2,4]oxadiazol-3-yl}-6-(tert-butyl-dimethylsilyloxy)-hexyl]-carbamic acid tert-butyl ester; bis-triphenylphosphine-palladium(II) chloride; In dichloromethane; for 1h;

With tri-n-butyl-tin hydride; In dichloromethane; for 1h;

With sodium hydrogencarbonate; In dichloromethane; water; for 1h;

Reference yield:

: 2389-60-8
Z-Lys(Boc)-OH

: 885125-88-2
[5-amino-6-{5-[4-(3,4-dichlorophenethyloxy)phenylmethyl]-[1,2,4]oxadiazol-3-yl}-6-(tert-butyl-dimethylsilyloxy)-hexyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: DCC; Et₃N / CH₂Cl₂ / 20 °C

2: H₂ / Pd/C / ethanol

3: Et₃N / tetrahydrofuran / 20 °C

4: LiAlH₄ / tetrahydrofuran / 0 °C

5: Et₃N / CH₂Cl₂ / 20 °C

6: imidazole; DMAP / CH₂Cl₂ / 20 °C

7: aq. NH₂OH / ethanol / 50 °C

8: tetrahydrofuran / 20 °C

9: toluene / Heating

10: Pd(Ph₃P)4; Bu₃SnH / tetrahydrofuran / 20 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; hydroxylamine; tri-n-butyl-tin hydride; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1016/j.bmcl.2006.04.013

Reference yield:

: 172833-41-9
benzyl tert-butyl (6-(methoxy(methyl)amino)-6-oxohexane-1,5-diyl)(S)-dicarbamate

: 885125-88-2
[5-amino-6-{5-[4-(3,4-dichlorophenethyloxy)phenylmethyl]-[1,2,4]oxadiazol-3-yl}-6-(tert-butyl-dimethylsilyloxy)-hexyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: H₂ / Pd/C / ethanol

2: Et₃N / tetrahydrofuran / 20 °C

3: LiAlH₄ / tetrahydrofuran / 0 °C

4: Et₃N / CH₂Cl₂ / 20 °C

5: imidazole; DMAP / CH₂Cl₂ / 20 °C

6: aq. NH₂OH / ethanol / 50 °C

7: tetrahydrofuran / 20 °C

8: toluene / Heating

9: Pd(Ph₃P)4; Bu₃SnH / tetrahydrofuran / 20 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; hydroxylamine; tri-n-butyl-tin hydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1016/j.bmcl.2006.04.013