5(S)-[1(S)-(Boc-amino)-2-phenyl-ethyl]-3(R)-(p-methoxy-phenylmethyl)-dihydrofuran-2-(3H)-one

Base Information

• Chemical Name: 5(S)-[1(S)-(Boc-amino)-2-phenyl-ethyl]-3(R)-(p-methoxy-phenylmethyl)-dihydrofuran-2-(3H)-one
• CAS No.: 160431-24-3
• Molecular Formula: C₂₅H₃₁NO₅
• Molecular Weight: 425.525

Synonyms:5(S)-[1(S)-(Boc-amino)-2-phenyl-ethyl]-3(R)-(p-methoxy-phenylmethyl)-dihydrofuran-2-(3H)-one

Chemical Property of 5(S)-[1(S)-(Boc-amino)-2-phenyl-ethyl]-3(R)-(p-methoxy-phenylmethyl)-dihydrofuran-2-(3H)-one

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Technology Process of 5(S)-[1(S)-(Boc-amino)-2-phenyl-ethyl]-3(R)-(p-methoxy-phenylmethyl)-dihydrofuran-2-(3H)-one

There total 2 articles about 5(S)-[1(S)-(Boc-amino)-2-phenyl-ethyl]-3(R)-(p-methoxy-phenylmethyl)-dihydrofuran-2-(3H)-one 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:

4-methoxybenzyl iodide (70887-29-5) + tert-butyl (1S)-1-[(2S)-5-oxotetrahydrofuran-2-yl]-2-phenylethylcarbamate (133333-27-4) → 5(S)-[1(S)-(Boc-amino)-2-phenyl-ethyl]-3(R)-(p-methoxy-phenylmethyl)-dihydrofuran-2-(3H)-one (160431-24-3)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; di-isopropyl ether;

Reference yield:

4-methoxybenzyl iodide (70887-29-5) + tert-butyl (1S)-1-[(2S)-5-oxotetrahydrofuran-2-yl]-2-phenylethylcarbamate (133333-27-4) → {(S)-1-[(2S,4S)-4-(4-Methoxy-benzyl)-5-oxo-tetrahydro-furan-2-yl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester + 5(S)-[1(S)-(Boc-amino)-2-phenyl-ethyl]-3(R)-(p-methoxy-phenylmethyl)-dihydrofuran-2-(3H)-one (160431-24-3)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hexamethyldisilazane; In tetrahydrofuran; at -68 ℃; for 1h;

DOI:10.1002/ardp.19963290602

Reference yield: 96.0%

5(S)-[1(S)-(Boc-amino)-2-phenyl-ethyl]-3(R)-(p-methoxy-phenylmethyl)-dihydrofuran-2-(3H)-one (160431-24-3) → 5(S)-(Boc-amino)-4(S)-hydroxy-6-phenyl-2(R)-(p-methoxyphenylmethyl)-hexanoic acid (162580-00-9)

Guidance literature:

With sodium hydroxide; In ethanol; at 10 ℃; for 0.666667h;

DOI:10.1002/ardp.19963290602

upstream raw materials:

4-methoxybenzyl iodide

tert-butyl (1S)-1-[(2S)-5-oxotetrahydrofuran-2-yl]-2-phenylethylcarbamate

Downstream raw materials:

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

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

[(1S,2S,4R)-1-Benzyl-4-[(S)-1-((S)-1-benzyl-2-morpholin-4-yl-2-oxo-ethylcarbamoyl)-2-methyl-propylcarbamoyl]-2-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-phenyl)-pentyl]-carbamic acid tert-butyl ester

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