(1S)-1-phenyl-N-(trimethylsilylmethyl)ethanamine

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared from (S)-(-)-N-1-phenylethyl-N-trimethylsilylmethylamine by reaction with n-octanol and aqueous formaldehyde following the procedure of Example 2 to give the crude acetal (90% pure) as a colourless oil (9.1 g, 91%)δC (CD2Cl2)--1.28 (SiMe3), 14.29, 23.08, 30.31, 29.74, 29.89, 26.82, 33.32, 63.13 (O Octyl), 19.37 (CMe), 40.11 (NCH2Si), 62.10 (CH), 84.69 (NCH2O), 126.82, 127.96, 128.31, 145.95 (Ph).

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared from (S)-(-)-N-1-phenylethyl-N-trimethylsilylmethylamine by reaction with n-octanol and aqueous formaldehyde following the procedure of Example 2 to give the crude acetal (90% pure) as a colourless oil (9.1 g, 91%)δC (CD2Cl2)--1.28 (SiMe3), 14.29, 23.08, 30.31, 29.74, 29.89, 26.82, 33.32, 63.13 (O Octyl), 19.37 (CMe), 40.11 (NCH2Si), 62.10 (CH), 84.69 (NCH2O), 126.82, 127.96, 128.31, 145.95 (Ph).

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared from (S)-(-)-N-1-phenylethyl-N-trimethylsilylmethylamine by reaction with n-butanol and aqueous formaldehyde following the procedure of Example 2 to give the crude acetal (85% pure) as a colourless oil (7.1 g, 80%)δC (CD2Cl2)--1.09 (SiMe3), 14.35, 20.16, 24.72, 67.38 (OBu), 19.57 (CMe), 40.30 (NCH2Si), 62.30 (CH), 84.73 (NCH2O), 127.01, 128.15, 128.51, 146.15 (Ph).

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared from (S)-(-)-N-1-phenylethyl-N-trimethylsilylmethylamine by reaction with n-octanol and aqueous formaldehyde following the procedure of Example 2 to give the crude acetal (90% pure) as a colourless oil (9.1 g, 91%) δC (CD2Cl2)-1.28 (SiMe3), 14.29, 23.08, 30.31, 29.74, 29.89, 26.82, 33.32, 63.13 (O Octyl), 19.37 (CMe), 40.11 (NCH2Si), 62.10 (CH), 84.69 (NCH2O), 126.82, 127.96, 128.31, 145.95 (Ph).

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared from (S)-(-)-N-1-phenylethyl-N-trimethylsilylmethylamine by reaction with n-butanol and aqueous formaldehyde following the procedure of Example 2 to give the crude acetal (85% pure) as a colourless oil (7.1 g, 80%) δC (CD2Cl2)-1.09 (SiMe3), 14.35, 20.16, 24.72, 67.38 (OBu), 19.57 (CMe), 40.30 (NCH2Si), 62.30 (CH), 84.73 (NCH2O), 127.01, 128.15, 128.51, 146.15 (Ph).

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared from (S)-(-)-N-1-phenylethyl-N-trimethylsilylmethylamine by reaction with n-octanol and aqueous formaldehyde following the procedure of Example 2 to give the crude acetal (90% pure) as a colourless oil (9.1 g, 91%)δC (CD2Cl2)--1.28 (SiMe3), 14.29, 23.08, 30.31, 29.74, 29.89, 26.82, 33.32, 63.13 (O Octyl), 19.37 (CMe), 40.11 (NCH2Si), 62.10 (CH), 84.69 (NCH2O), 126.82, 127.96, 128.31, 145.95 (Ph).

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared from (S)-(-)-N-1-phenylethyl-N-trimethylsilylmethylamine by reaction with n-butanol and aqueous formaldehyde following the procedure of Example 2 to give the crude acetal (85% pure) as a colourless oil (7.1 g, 80%)δC (CD2Cl2)--1.09 (SiMe3), 14.35, 20.16, 24.72, 67.38 (OBu), 19.57 (CMe), 40.30 (NCH2Si), 62.30 (CH), 84.73 (NCH2O), 127.01, 128.15, 128.51, 146.15 (Ph).

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared from (S)-(-)-N-1-phenylethyl-N-trimethylsilylmethylamine by reaction with n-octanol and aqueous formaldehyde following the procedure of Example 2 to give the crude acetal (90% pure) as a colourless oil (9.1 g, 91%) δC (CD2Cl2)-1.28 (SiMe3), 14.29, 23.08, 30.31, 29.74, 29.89, 26.82, 33.32, 63.13 (O Octyl), 19.37 (CMe), 40.11 (NCH2Si), 62.10 (CH), 84.69 (NCH2O), 126.82, 127.96, 128.31, 145.95 (Ph).

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared from (S)-(-)-N-1-phenylethyl-N-trimethylsilylmethylamine by reaction with n-butanol and aqueous formaldehyde following the procedure of Example 2 to give the crude acetal (85% pure) as a colourless oil (7.1 g, 80%) δC (CD2Cl2)-1.09 (SiMe3), 14.35, 20.16, 24.72, 67.38 (OBu), 19.57 (CMe), 40.30 (NCH2Si), 62.30 (CH), 84.73 (NCH2O), 127.01, 128.15, 128.51, 146.15 (Ph).