[(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

Base Information

• Chemical Name: [(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
• CAS No.: 160431-26-5
• Molecular Formula: C₄₉H₇₂N₄O₈Si
• Molecular Weight: 873.218

Synonyms:[(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

Chemical Property of [(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

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of [(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

There total 5 articles about [(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 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) → [(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 (160431-26-5)

Guidance literature:

Multi-step reaction with 5 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

5: diethyl cyanophosphonate, NEt₃ / dimethylformamide / 1 h / 5 deg C to r.t.

With 1H-imidazole; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium hydroxide; diethyl cyanophosphonate; potassium carbonate; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1002/ardp.19963290602

Reference yield:

tert-butyl (1S)-1-[(2S)-5-oxotetrahydrofuran-2-yl]-2-phenylethylcarbamate (133333-27-4) → [(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 (160431-26-5)

Guidance literature:

Multi-step reaction with 5 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

5: diethyl cyanophosphonate, NEt₃ / dimethylformamide / 1 h / 5 deg C to r.t.

With 1H-imidazole; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium hydroxide; diethyl cyanophosphonate; potassium carbonate; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1002/ardp.19963290602

Reference yield:

5(S)-(Boc-amino)-4(S)-hydroxy-6-phenyl-2(R)-(p-methoxyphenylmethyl)-hexanoic acid (162580-00-9) → [(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 (160431-26-5)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / 18 h / Ambient temperature

2: 95 percent / aq. K₂CO₃ / methanol; tetrahydrofuran / 0.5 h / 5 °C

3: diethyl cyanophosphonate, NEt₃ / dimethylformamide / 1 h / 5 deg C to r.t.

With 1H-imidazole; diethyl cyanophosphonate; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1002/ardp.19963290602

upstream raw materials:

4-methoxybenzyl iodide

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

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

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

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