5(S)-(Boc-amino)-4(S)-(tert-butyldimethylsilyloxy)-6-phenyl-2(R)-(p-methoxyphenylmethyl)-hexanoic acid

Base Information

Chemical Name:5(S)-(Boc-amino)-4(S)-(tert-butyldimethylsilyloxy)-6-phenyl-2(R)-(p-methoxyphenylmethyl)-hexanoic acid
CAS No.:160431-25-4
Molecular Formula:C₃₁H₄₇NO₆Si
Molecular Weight:557.803
Hs Code.:

Synonyms:5(S)-(Boc-amino)-4(S)-(tert-butyldimethylsilyloxy)-6-phenyl-2(R)-(p-methoxyphenylmethyl)-hexanoic acid

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Chemical Property of 5(S)-(Boc-amino)-4(S)-(tert-butyldimethylsilyloxy)-6-phenyl-2(R)-(p-methoxyphenylmethyl)-hexanoic acid

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Technology Process of 5(S)-(Boc-amino)-4(S)-(tert-butyldimethylsilyloxy)-6-phenyl-2(R)-(p-methoxyphenylmethyl)-hexanoic acid

There total 6 articles about 5(S)-(Boc-amino)-4(S)-(tert-butyldimethylsilyloxy)-6-phenyl-2(R)-(p-methoxyphenylmethyl)-hexanoic acid 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: 95.0%

: C₃₇H₆₁NO₆Si₂

: 160431-25-4
5(S)-(Boc-amino)-4(S)-(tert-butyldimethylsilyloxy)-6-phenyl-2(R)-(p-methoxyphenylmethyl)-hexanoic acid

Guidance literature:: With potassium carbonate; In tetrahydrofuran; methanol; at 5 ℃; for 0.5h;
DOI:10.1002/ardp.19963290602

Reference yield:

: 288-32-4
1H-imidazole

: 18162-48-6
tert-butyldimethylsilyl chloride

: 162580-00-9
5(S)-(Boc-amino)-4(S)-hydroxy-6-phenyl-2(R)-(p-methoxyphenylmethyl)-hexanoic acid

: 160431-25-4
5(S)-(Boc-amino)-4(S)-(tert-butyldimethylsilyloxy)-6-phenyl-2(R)-(p-methoxyphenylmethyl)-hexanoic acid

Guidance literature:: With potassium carbonate; In tetrahydrofuran; methanol; hexane; water; N,N-dimethyl-formamide;

Reference yield:

: 70887-29-5
4-methoxybenzyl iodide

: 160431-25-4
5(S)-(Boc-amino)-4(S)-(tert-butyldimethylsilyloxy)-6-phenyl-2(R)-(p-methoxyphenylmethyl)-hexanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone, 1 M (Me₃Si)2NLi / tetrahydrofuran / 1 h / -68 °C

2: 96 percent / 2 M aq. NaOH / ethanol / 0.67 h / 10 °C

3: imidazole / dimethylformamide / 18 h / Ambient temperature

4: 95 percent / aq. K₂CO₃ / methanol; tetrahydrofuran / 0.5 h / 5 °C

With 1H-imidazole; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium hydroxide; potassium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1002/ardp.19963290602