(R)-3-(tert-Butyl-diphenyl-silanyloxy)-butyric acid (R)-2-[(R)-2-((R)-2-carboxy-1-methyl-ethoxycarbonyl)-1-methyl-ethoxycarbonyl]-1-methyl-ethyl ester

Base Information

• Chemical Name: (R)-3-(tert-Butyl-diphenyl-silanyloxy)-butyric acid (R)-2-[(R)-2-((R)-2-carboxy-1-methyl-ethoxycarbonyl)-1-methyl-ethoxycarbonyl]-1-methyl-ethyl ester
• CAS No.: 178246-83-8
• Molecular Formula: C₃₂H₄₄O₉Si
• Molecular Weight: 600.781

Synonyms:(R)-3-(tert-Butyl-diphenyl-silanyloxy)-butyric acid (R)-2-[(R)-2-((R)-2-carboxy-1-methyl-ethoxycarbonyl)-1-methyl-ethoxycarbonyl]-1-methyl-ethyl ester

Chemical Property of (R)-3-(tert-Butyl-diphenyl-silanyloxy)-butyric acid (R)-2-[(R)-2-((R)-2-carboxy-1-methyl-ethoxycarbonyl)-1-methyl-ethoxycarbonyl]-1-methyl-ethyl ester

Chemical Property:

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Technology Process of (R)-3-(tert-Butyl-diphenyl-silanyloxy)-butyric acid (R)-2-[(R)-2-((R)-2-carboxy-1-methyl-ethoxycarbonyl)-1-methyl-ethoxycarbonyl]-1-methyl-ethyl ester

There total 9 articles about (R)-3-(tert-Butyl-diphenyl-silanyloxy)-butyric acid (R)-2-[(R)-2-((R)-2-carboxy-1-methyl-ethoxycarbonyl)-1-methyl-ethoxycarbonyl]-1-methyl-ethyl 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: 99.0%

(R)-3-(tert-Butyl-diphenyl-silanyloxy)-butyric acid (R)-2-[(R)-2-((R)-2-benzyloxycarbonyl-1-methyl-ethoxycarbonyl)-1-methyl-ethoxycarbonyl]-1-methyl-ethyl ester (178246-82-7) → (R)-3-(tert-Butyl-diphenyl-silanyloxy)-butyric acid (R)-2-[(R)-2-((R)-2-carboxy-1-methyl-ethoxycarbonyl)-1-methyl-ethoxycarbonyl]-1-methyl-ethyl ester (178246-83-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 21h;

DOI:10.1002/hlca.19960790311

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (R)-3-(tert-Butyl-diphenyl-silanyloxy)-butyric acid (R)-2-[(R)-2-((R)-2-carboxy-1-methyl-ethoxycarbonyl)-1-methyl-ethoxycarbonyl]-1-methyl-ethyl ester (178246-83-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 79 percent / 1H-imidazole, 4-dimethylaminopyridine / dimethylformamide / 14 h / Ambient temperature

2: 74 percent / KOH / ethanol / 18 h / 0 - 20 °C

3: oxalyl chloride / CH₂Cl₂ / Ambient temperature

4: pyridine / CH₂Cl₂ / -15 °C / for hours on end at rt.

5: 99 percent / H₂ / 10percent Pd/C / methanol / 24 h

6: oxalyl chloride / CH₂Cl₂ / Ambient temperature

7: pyridine / CH₂Cl₂ / -78 °C / for hours on end at rt.

8: 99 percent / H₂ / 10percent Pd/C / ethyl acetate / 21 h

With pyridine; 1H-imidazole; dmap; potassium hydroxide; oxalyl dichloride; hydrogen; palladium on activated charcoal; In methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19960790311

Reference yield:

(R)-(-)-2-benzyloxycarbonyl-1-methylethyl (R)-(-)-3-hydroxybutyrate (101515-40-6) → (R)-3-(tert-Butyl-diphenyl-silanyloxy)-butyric acid (R)-2-[(R)-2-((R)-2-carboxy-1-methyl-ethoxycarbonyl)-1-methyl-ethoxycarbonyl]-1-methyl-ethyl ester (178246-83-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂ / -78 °C / for hours on end at rt.

2: 99 percent / H₂ / 10percent Pd/C / ethyl acetate / 21 h

With pyridine; hydrogen; palladium on activated charcoal; In dichloromethane; ethyl acetate;

DOI:10.1002/hlca.19960790311

upstream raw materials:

(R)-3-(tert-Butyl-diphenyl-silanyloxy)-butyric acid (R)-2-[(R)-2-((R)-2-benzyloxycarbonyl-1-methyl-ethoxycarbonyl)-1-methyl-ethoxycarbonyl]-1-methyl-ethyl ester

tert-butylchlorodiphenylsilane

(R)-(-)-2-benzyloxycarbonyl-1-methylethyl (R)-(-)-3-hydroxybutyrate

(R)-3-[(tert-butyl)diphenylsilyloxy]butanoic acid

Downstream raw materials:

C₄₈H₆₈O₁₇Si

α-Benzyl-ω-[(tert-butyl)diphenylsilyloxy]octa[(R)-oxy(3-methyl-1-oxopropan-1,3-diyl)]

3,5-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-benzoic acid (R)-2-((R)-2-{(R)-2-[(R)-2-(9H-fluoren-9-ylmethoxycarbonyl)-1-methyl-ethoxycarbonyl]-1-methyl-ethoxycarbonyl}-1-methyl-ethoxycarbonyl)-1-methyl-ethyl ester

(R)-3-(tert-Butyl-diphenyl-silanyloxy)-butyric acid (R)-2-{(R)-2-[(R)-2-(9H-fluoren-9-ylmethoxycarbonyl)-1-methyl-ethoxycarbonyl]-1-methyl-ethoxycarbonyl}-1-methyl-ethyl ester

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