1-Piperidinecarboxylic acid, 6-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2-oxo-3-[(phenylmethoxy) methoxy]-, 1,1-dimethylethyl ester, (3S,6R)-

Base Information

• Chemical Name: 1-Piperidinecarboxylic acid, 6-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2-oxo-3-[(phenylmethoxy) methoxy]-, 1,1-dimethylethyl ester, (3S,6R)-
• CAS No.: 401495-76-9
• Molecular Formula: C35H45NO6Si
• Molecular Weight: 603.831
• Mol file: 401495-76-9.mol

Synonyms:

Chemical Property of 1-Piperidinecarboxylic acid, 6-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2-oxo-3-[(phenylmethoxy) methoxy]-, 1,1-dimethylethyl ester, (3S,6R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Piperidinecarboxylic acid, 6-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2-oxo-3-[(phenylmethoxy) methoxy]-, 1,1-dimethylethyl ester, (3S,6R)-

There total 1 articles about 1-Piperidinecarboxylic acid, 6-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-2-oxo-3-[(phenylmethoxy) methoxy]-, 1,1-dimethylethyl ester, (3S,6R)- 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: 98.0%

Benzyloxymethyl chloride (3587-60-8) + (6R)-N-tert-butoxycarbonyl-6-[(tert-butyldiphenylsilyl)oxymethyl]-3-hydroxypiperidin-2-one → 3-benzyloxymethoxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-piperidine-1-carboxylic acid tert-butyl ester (401495-76-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

DOI:10.1039/b103901f

Reference yield: 57.0%

3-benzyloxymethoxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-piperidine-1-carboxylic acid tert-butyl ester (401495-76-9) → (3S,6R)-3-benzyloxymethoxy-6-[(tert-butyldiphenylsilyl)oxymethyl]piperidin-2-one (401495-77-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.133333h;

DOI:10.1039/b103901f

Reference yield:

3-benzyloxymethoxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-piperidine-1-carboxylic acid tert-butyl ester (401495-76-9) → Benzoic acid (3R,6R)-6-(tert-butoxycarbonylamino-methyl)-1-methoxycarbonylmethyl-2-oxo-piperidin-3-yl ester

Guidance literature:

Multi-step reaction with 8 steps

1: trifluoroacetic acid / dichloromethane / 0.13 h / 0 °C

2: sodium hydride / tetrahydrofuran / 20 °C

3: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 3 h / 50 °C

4: triethylamine / dichloromethane / 0.75 h / 0 °C

5: sodium azide / N,N-dimethyl-formamide / 80 °C

6: hydrogen / 10percent Pd/C / ethyl acetate / 1.5 h / 20 °C

7: hydrogen / 10percent Pd(OH)2/C / methanol / 20 °C

8: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 0 - 20 °C

With sodium azide; hydrogen; sodium hydride; triethylamine tris(hydrogen fluoride); triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; 10percent Pd/C; 10percent Pd(OH)2/C; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; 8: Mitsunobu reaction;

DOI:10.1039/b103901f

upstream raw materials:

Benzyloxymethyl chloride

Downstream raw materials:

(3S,6R)-3-benzyloxymethoxy-6-[(tert-butyldiphenylsilyl)oxymethyl]piperidin-2-one

(3S,6R)-3-benzyloxymethoxy-6-hydroxymethyl-N-methoxycarbonylmethylpiperidin-2-one

(3S,6R)-6-azidomethyl-3-benzyloxymethoxy-N-methoxycarbonylmethylpiperidin-2-one

(3S,6R)-3-benzyloxymethoxy-N-methoxycarbonylmethyl-6-(methylsulfonyloxymethyl)piperidin-2-one