(R)-acetic acid [[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]-(4-methoxybenzyl)carbamoyl]methyl ester

Base Information

• Chemical Name: (R)-acetic acid [[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]-(4-methoxybenzyl)carbamoyl]methyl ester
• CAS No.: 340963-48-6
• Molecular Formula: C₃₉H₄₆N₂O₇Si
• Molecular Weight: 682.889

Synonyms:(R)-acetic acid [[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]-(4-methoxybenzyl)carbamoyl]methyl ester

Chemical Property of (R)-acetic acid [[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]-(4-methoxybenzyl)carbamoyl]methyl ester

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
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Technology Process of (R)-acetic acid [[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]-(4-methoxybenzyl)carbamoyl]methyl ester

There total 11 articles about (R)-acetic acid [[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]-(4-methoxybenzyl)carbamoyl]methyl 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:

1-(2-methoxyphenyl)ethane-1,2-diol (82807-38-3) → (R)-acetic acid [[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]-(4-methoxybenzyl)carbamoyl]methyl ester (340963-48-6)

Guidance literature:

Multi-step reaction with 10 steps

1: 94 percent / pyridine / 8 h / 20 °C

2: 83 percent / KNO₃; TFAA / CHCl₃ / 48 h / 0 °C

3: 93 percent / K₂CO₃ / methanol; H₂O / 0.5 h

4: 73 percent / imidazole / dimethylformamide / 4 h / 20 °C

5: 89 percent / PPh₃; DEAD / tetrahydrofuran / 1.5 h

6: 100 percent / NH₂NH₂*H₂O / ethanol / 3 h / Heating

7: 84 percent / NaBH₃CN; AcOH / methanol / 0 - 20 °C

8: 74 percent / NMM; isobutyl chloroformate / CH₂Cl₂ / 12 h / 20 °C

9: H₂ / 10percent Pd/C / propan-1-ol / 4 h / 760.05 Torr

10: 3.732 g / Et₃N / CH₂Cl₂ / 12 h / 20 °C

With 4-methyl-morpholine; 1H-imidazole; hydrogen; sodium cyanoborohydride; potassium carbonate; hydrazine hydrate; acetic acid; potassium nitrate; triethylamine; triphenylphosphine; trifluoroacetic anhydride; diethylazodicarboxylate; isobutyl chloroformate; 10percent Pd/C; In tetrahydrofuran; pyridine; methanol; propan-1-ol; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; 5: Mitsunobu reaction;

DOI:10.1021/jo015512q

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (R)-acetic acid [[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]-(4-methoxybenzyl)carbamoyl]methyl ester (340963-48-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 73 percent / imidazole / dimethylformamide / 4 h / 20 °C

2: 89 percent / PPh₃; DEAD / tetrahydrofuran / 1.5 h

3: 100 percent / NH₂NH₂*H₂O / ethanol / 3 h / Heating

4: 84 percent / NaBH₃CN; AcOH / methanol / 0 - 20 °C

5: 74 percent / NMM; isobutyl chloroformate / CH₂Cl₂ / 12 h / 20 °C

6: H₂ / 10percent Pd/C / propan-1-ol / 4 h / 760.05 Torr

7: 3.732 g / Et₃N / CH₂Cl₂ / 12 h / 20 °C

With 4-methyl-morpholine; 1H-imidazole; hydrogen; sodium cyanoborohydride; hydrazine hydrate; acetic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; isobutyl chloroformate; 10percent Pd/C; In tetrahydrofuran; methanol; propan-1-ol; ethanol; dichloromethane; N,N-dimethyl-formamide; 2: Mitsunobu reaction;

DOI:10.1021/jo015512q

Reference yield:

(S)-1-(2-methoxy-3-nitrophenyl)ethane-1,2-diol (340963-74-8) → (R)-acetic acid [[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]-(4-methoxybenzyl)carbamoyl]methyl ester (340963-48-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 73 percent / imidazole / dimethylformamide / 4 h / 20 °C

2: 89 percent / PPh₃; DEAD / tetrahydrofuran / 1.5 h

3: 100 percent / NH₂NH₂*H₂O / ethanol / 3 h / Heating

4: 84 percent / NaBH₃CN; AcOH / methanol / 0 - 20 °C

5: 74 percent / NMM; isobutyl chloroformate / CH₂Cl₂ / 12 h / 20 °C

6: H₂ / 10percent Pd/C / propan-1-ol / 4 h / 760.05 Torr

7: 3.732 g / Et₃N / CH₂Cl₂ / 12 h / 20 °C

With 4-methyl-morpholine; 1H-imidazole; hydrogen; sodium cyanoborohydride; hydrazine hydrate; acetic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; isobutyl chloroformate; 10percent Pd/C; In tetrahydrofuran; methanol; propan-1-ol; ethanol; dichloromethane; N,N-dimethyl-formamide; 2: Mitsunobu reaction;

DOI:10.1021/jo015512q

upstream raw materials:

acetyl chloride

1-(2-methoxyphenyl)ethane-1,2-diol

tert-butylchlorodiphenylsilane

(S)-1-(2-methoxy-3-nitrophenyl)ethane-1,2-diol

Downstream raw materials:

N-[1-(3-acetylamino-2-methoxy-phenyl)-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-N-(4-methoxy-benzyl)-2-oxo-acetamide

(R)-N-[1-(tert-butyldiphenylsilanyloxy)-4-hydroxy-8-methoxy-2-(4-methoxybenzyl)-3-oxo-1,2,3,4-tetrahydroisoquinolin-7-yl]acetamide

thiocarbonic acid O-[7-acetylamino-1-(tert-butyl-diphenyl-silanyloxymethyl)-8-methoxy-2-(4-methoxy-benzyl)-3-oxo-1,2,3,4-tetrahydro-isoquinolin-4-yl] ester O-phenyl ester

(R)-N-[1-(3-acetylamino-2-methoxyphenyl)-2-(tert-butyldiphenylsilanyloxy)ethyl]-2-hydroxy-N-(4-methoxybenzyl)acetamide

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