(3S,4R,7R)-2-(trimethylsilyl)ethyl 4-((S)-((tert-butyldimethylsilyl)oxy)(cyclohexyl)methyl)-7-(2-chloroethyl)-6-oxo-1-oxa-5-azaspiro[2.4]heptane-4-carboxylate

Base Information

• Chemical Name: (3S,4R,7R)-2-(trimethylsilyl)ethyl 4-((S)-((tert-butyldimethylsilyl)oxy)(cyclohexyl)methyl)-7-(2-chloroethyl)-6-oxo-1-oxa-5-azaspiro[2.4]heptane-4-carboxylate
• CAS No.: 926629-69-8
• Molecular Formula: C₂₆H₄₈ClNO₅Si₂
• Molecular Weight: 546.295
• Mol file: 926629-69-8.mol

Synonyms:(3S,4R,7R)-2-(trimethylsilyl)ethyl 4-((S)-((tert-butyldimethylsilyl)oxy)(cyclohexyl)methyl)-7-(2-chloroethyl)-6-oxo-1-oxa-5-azaspiro[2.4]heptane-4-carboxylate

Chemical Property of (3S,4R,7R)-2-(trimethylsilyl)ethyl 4-((S)-((tert-butyldimethylsilyl)oxy)(cyclohexyl)methyl)-7-(2-chloroethyl)-6-oxo-1-oxa-5-azaspiro[2.4]heptane-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4R,7R)-2-(trimethylsilyl)ethyl 4-((S)-((tert-butyldimethylsilyl)oxy)(cyclohexyl)methyl)-7-(2-chloroethyl)-6-oxo-1-oxa-5-azaspiro[2.4]heptane-4-carboxylate

There total 8 articles about (3S,4R,7R)-2-(trimethylsilyl)ethyl 4-((S)-((tert-butyldimethylsilyl)oxy)(cyclohexyl)methyl)-7-(2-chloroethyl)-6-oxo-1-oxa-5-azaspiro[2.4]heptane-4-carboxylate 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: 74.0%

4-[(tert-butyl-dimethyl-silanyloxy)-cyclohexyl-methyl]-7-(2-chloro-ethyl)-6-oxo-1-oxa-5-aza-spiro[2.4]heptane-4-carboxylic acid methyl ester + 2-(Trimethylsilyl)ethanol (2916-68-9) → (3S,4R,7R)-2-(trimethylsilyl)ethyl 4-((S)-((tert-butyldimethylsilyl)oxy)(cyclohexyl)methyl)-7-(2-chloroethyl)-6-oxo-1-oxa-5-azaspiro[2.4]heptane-4-carboxylate (926629-69-8)

Guidance literature:

With titanium(IV) isopropylate; at 100 ℃; for 17h; Product distribution / selectivity;

Reference yield: 70.0%

C23H40ClNO5Si (926629-68-7) + 2-(Trimethylsilyl)ethanol (2916-68-9) → (3S,4R,7R)-2-(trimethylsilyl)ethyl 4-((S)-((tert-butyldimethylsilyl)oxy)(cyclohexyl)methyl)-7-(2-chloroethyl)-6-oxo-1-oxa-5-azaspiro[2.4]heptane-4-carboxylate (926629-69-8)

Guidance literature:

With titanium(IV) isopropylate; at 100 ℃; for 18h;

Reference yield: 65.0%

(2S,4R)-2-(trimethylsilyl)ethyl 2-((S)-((tert-butyldimethylsilyl)oxy)(cyclohexyl)methyl)-4-(2-chloroethyl)-3-methylene-5-oxopyrrolidine-2-carboxylate → (3S,4R,7R)-2-(trimethylsilyl)ethyl 4-((S)-((tert-butyldimethylsilyl)oxy)(cyclohexyl)methyl)-7-(2-chloroethyl)-6-oxo-1-oxa-5-azaspiro[2.4]heptane-4-carboxylate (926629-69-8)

Guidance literature:

With disodium hydrogenphosphate; trifluoroacetyl peroxide; In 1,2-dichloro-ethane; at 23 - 70 ℃; Inert atmosphere;

DOI:10.1016/j.bmcl.2013.09.066

upstream raw materials:

2-(Trimethylsilyl)ethanol

C₂₃H₄₀ClNO₅Si