2-(tert-butyl-diphenyl-silanyloxymethyl)-6-(3-heptanoyl-oxiranyl)-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-(3-heptanoyl-oxiranyl)-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester
• CAS No.: 791635-31-9
• Molecular Formula: C₄₀H₅₉NO₅Si
• Molecular Weight: 661.998
• Mol file: 791635-31-9.mol

Synonyms:2-(tert-butyl-diphenyl-silanyloxymethyl)-6-(3-heptanoyl-oxiranyl)-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester

Chemical Property of 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-(3-heptanoyl-oxiranyl)-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-(3-heptanoyl-oxiranyl)-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester

There total 10 articles about 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-(3-heptanoyl-oxiranyl)-1-aza-spiro[4.5]decane-1-carboxylic 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: 80.0%

2-(tert-butyl-diphenyl-silanyloxymethyl)-6-[3-(1-hydroxy-heptyl)-oxiranyl]-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester (791846-33-8) → 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-(3-heptanoyl-oxiranyl)-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester (791635-31-9)

Guidance literature:

With pyridine-SO₃ complex; dimethyl sulfoxide; triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/ol048353g

Reference yield: 80.0%

2-(tert-butyl-diphenyl-silanyloxymethyl)-6-[3-(1-hydroxy-heptyl)-oxiranyl]-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester (791846-33-8) → 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-(3-heptanoyl-oxiranyl)-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester (791635-31-9)

Guidance literature:

With pyridine-SO₃ complex; triethylamine; In dichloromethane; dimethyl sulfoxide; at -10 - 20 ℃;

DOI:10.1021/jo0501846

Reference yield:

(S)-tert-butyl 2-((tert-butyldiphenylsilyloxy)methyl)-5-oxopyrrolidine-1-carboxylate (138629-30-8,138871-56-4) → 2-(tert-butyl-diphenyl-silanyloxymethyl)-6-(3-heptanoyl-oxiranyl)-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester (791635-31-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 3.89 g / t-BuLi / diethyl ether / 2 h / -78 °C

2: 71 percent / tetrahydrofuran; toluene / 3 h / -10 °C

3: 90 percent / K₂CO₃ / methanol; H₂O / 20 °C

4: 94 percent / m-CPBA / CH₂Cl₂ / 20 °C

5: 80 percent / DMSO; Et₃N; SO₃*pyridine / CH₂Cl₂ / 20 °C

With pyridine-SO₃ complex; tert.-butyl lithium; potassium carbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene; 2: aza-Prins cyclization;

DOI:10.1021/ol048353g

upstream raw materials:

2-(tert-butyl-diphenyl-silanyloxymethyl)-6-[3-(1-hydroxy-heptyl)-oxiranyl]-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester

(S)-tert-butyl 2-((tert-butyldiphenylsilyloxy)methyl)-5-oxopyrrolidine-1-carboxylate

(2S,5S,6S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-((E)-3-formyloxy-non-1-enyl)-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester

2-(tert-butyl-diphenyl-silanyloxymethyl)-6-[3-(1-hydroxy-heptyl)-oxiranyl]-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester

Downstream raw materials:

(2S,5S,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-((E)-1-hydroxy-non-2-enyl)-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester

(2S,5S,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-((E)-non-2-enoyl)-1-aza-spiro[4.5]decane-1-carboxylic acid tert-butyl ester

(3S,5R,7aR,11aS)-3-[[(tert-butyldiphenylsilyl)oxy]methyl]-5-hexyloctahydro-pyrrolo-1H-pyrrolo[2,1-j]quinolin-7(7aH)-one

dithiocarbonic acid O-[3-(tert-butyl-diphenyl-silanyloxymethyl)-5-hexyl-decahydro-pyrrolo[2,1-j]quinolin-7-yl] ester S-methyl ester