(1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-3-methyl-hexanoyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one

Base Information

• Chemical Name: (1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-3-methyl-hexanoyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one
• CAS No.: 188123-53-7
• Molecular Formula: C₃₁H₄₁NO₄Si
• Molecular Weight: 519.756
• Mol file: 188123-53-7.mol

Synonyms:(1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-3-methyl-hexanoyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one

Chemical Property of (1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-3-methyl-hexanoyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-3-methyl-hexanoyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one

There total 12 articles about (1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-3-methyl-hexanoyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one 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: 96.0%

propyllithium (2417-93-8) + (1S,2R,6S,7S,8S)-5-((E)-But-2-enoyl)-8-(tert-butyl-diphenyl-silanyloxy)-3-oxa-5-aza-tricyclo[5.2.1.02,6]decan-4-one → (1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-3-methyl-hexanoyl)-3-oxa-5-aza-tricyclo[5.2.1.02,6]decan-4-one (188123-53-7)

Guidance literature:

With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; at -30 ℃; for 2h;

DOI:10.1016/S0040-4039(96)02402-1

Reference yield:

(1S,2R,6S,7S,8S)-5-((E)-But-2-enoyl)-8-(tert-butyl-diphenyl-silanyloxy)-3-oxa-5-aza-tricyclo[5.2.1.02,6]decan-4-one → (1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-3-methyl-hexanoyl)-3-oxa-5-aza-tricyclo[5.2.1.02,6]decan-4-one (188123-53-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / CuCl / tetrahydrofuran / 2 h / -30 °C

2: H₂ / Pd

With hydrogen; copper(l) chloride; palladium; In tetrahydrofuran;

DOI:10.1016/S0040-4039(96)02402-1

Reference yield:

n-propylmagnesium bromide (927-77-5) + (1S,2R,6S,7S,8S)-5-((E)-But-2-enoyl)-8-(tert-butyl-diphenyl-silanyloxy)-3-oxa-5-aza-tricyclo[5.2.1.02,6]decan-4-one → (1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((R)-3-methyl-hexanoyl)-3-oxa-5-aza-tricyclo[5.2.1.02,6]decan-4-one + (1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-5-((S)-3-methyl-hexanoyl)-3-oxa-5-aza-tricyclo[5.2.1.02,6]decan-4-one (188123-53-7)

Guidance literature:

With copper(l) chloride; In tetrahydrofuran; at -30 ℃; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(96)02402-1

upstream raw materials:

(3S)-3-Methylhexanoic acid

(1S,2R,6S,7S,8S)-8-(tert-Butyl-diphenyl-silanyloxy)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one

propyllithium

n-propylmagnesium bromide

Downstream raw materials:

(3S)-3-Methylhexan-1-ol