1-(tert-butyldimethylsilyloxy)-2-(3-hydroxymethylphenyl)-2-(octanoylamino)ethyl

Base Information

Chemical Name:1-(tert-butyldimethylsilyloxy)-2-(3-hydroxymethylphenyl)-2-(octanoylamino)ethyl
CAS No.:532986-78-0
Molecular Formula:C₂₃H₄₁NO₃Si
Molecular Weight:407.669
Hs Code.:

Synonyms:1-(tert-butyldimethylsilyloxy)-2-(3-hydroxymethylphenyl)-2-(octanoylamino)ethyl

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Chemical Property of 1-(tert-butyldimethylsilyloxy)-2-(3-hydroxymethylphenyl)-2-(octanoylamino)ethyl

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Technology Process of 1-(tert-butyldimethylsilyloxy)-2-(3-hydroxymethylphenyl)-2-(octanoylamino)ethyl

There total 10 articles about 1-(tert-butyldimethylsilyloxy)-2-(3-hydroxymethylphenyl)-2-(octanoylamino)ethyl 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: 62.0%

: 532986-73-5
1-(tert-butyldimethylsilyloxy)-2-(3-methoxycarbonylphenyl)-2-(octanoylamino)ethyl

: 532986-78-0
1-(tert-butyldimethylsilyloxy)-2-(3-hydroxymethylphenyl)-2-(octanoylamino)ethyl

Guidance literature:: With lithium borohydride; In tetrahydrofuran; methanol; at 0 - 45 ℃; for 22h;
DOI:10.1016/S0968-0896(02)00381-4

Reference yield:

: 130697-96-0
methyl amino(3-hydroxyphenyl)acetate

: 532986-78-0
1-(tert-butyldimethylsilyloxy)-2-(3-hydroxymethylphenyl)-2-(octanoylamino)ethyl

Guidance literature:: Multi-step reaction with 8 steps

1: 88 percent / NaHCO₃ / tetrahydrofuran / 0.5 h / 0 °C

2: K₂CO₃ / acetone / 8 h / Heating

3: 79 percent / LiBH₄ / tetrahydrofuran / 18 h / 0 - 20 °C

4: 100 percent / imidazole / dimethylformamide / 18 h / 0 °C

5: 100 percent / H₂ / 10 percent Pd-C / methanol / 2 h / 20 °C / atmospheric pressure

6: 100 percent / pyridine / 1 h / 0 °C

7: 93 percent / Et₃N; Pd(OAc)2; DPPP / methanol; dimethylsulfoxide / 2 h / 20 - 70 °C

8: 62 percent / LiBH₄ / tetrahydrofuran; methanol / 22 h / 0 - 45 °C

With 1H-imidazole; palladium diacetate; lithium borohydride; 1,3-bis-(diphenylphosphino)propane; hydrogen; sodium hydrogencarbonate; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0968-0896(02)00381-4

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 532986-78-0
1-(tert-butyldimethylsilyloxy)-2-(3-hydroxymethylphenyl)-2-(octanoylamino)ethyl

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / imidazole / dimethylformamide / 18 h / 0 °C

2: 100 percent / H₂ / 10 percent Pd-C / methanol / 2 h / 20 °C / atmospheric pressure

3: 100 percent / pyridine / 1 h / 0 °C

4: 93 percent / Et₃N; Pd(OAc)2; DPPP / methanol; dimethylsulfoxide / 2 h / 20 - 70 °C

5: 62 percent / LiBH₄ / tetrahydrofuran; methanol / 22 h / 0 - 45 °C

With 1H-imidazole; palladium diacetate; lithium borohydride; 1,3-bis-(diphenylphosphino)propane; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(02)00381-4