[3S,4S,5S,6S]-N-[4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptanyl]-N-benzylamine

Base Information

• Chemical Name: [3S,4S,5S,6S]-N-[4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptanyl]-N-benzylamine
• CAS No.: 243978-66-7
• Molecular Formula: C₄₀H₆₁NO₄Si₂
• Molecular Weight: 676.1
• Mol file: 243978-66-7.mol

Synonyms:[3S,4S,5S,6S]-N-[4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptanyl]-N-benzylamine

Chemical Property of [3S,4S,5S,6S]-N-[4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptanyl]-N-benzylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3S,4S,5S,6S]-N-[4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptanyl]-N-benzylamine

There total 7 articles about [3S,4S,5S,6S]-N-[4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptanyl]-N-benzylamine 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:

Benzyl-[(3S,4S,5S,6S)-4,5-bis-benzyloxy-3,6-bis-(tert-butyl-dimethyl-silanyloxy)-cycloheptylidene]-amine → [3S,4S,5S,6S]-N-[4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptanyl]-N-benzylamine (243978-66-7)

Guidance literature:

With sodium cyanoborohydride;

Reference yield:

[3S,4S,5S,6S]-4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptan-1-one (243978-64-5) → [3S,4S,5S,6S]-N-[4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptanyl]-N-benzylamine (243978-66-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Ti(OiPr)4 / ethanol / 2 h / 20 °C

2: sodium cyanoborohydride / ethanol / 14 h / 20 °C

With titanium(IV) isopropylate; sodium cyanoborohydride; In ethanol;

DOI:10.1016/j.tet.2003.09.049

Reference yield:

[3S,4S,5S,6S]-4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptan-1-one 1,3-propanedithioketal (243978-56-5) → [3S,4S,5S,6S]-N-[4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptanyl]-N-benzylamine (243978-66-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / N-bromosuccinimide / acetone; H₂O / 0.5 h / -25 °C

2: Ti(OiPr)4 / ethanol / 2 h / 20 °C

3: sodium cyanoborohydride / ethanol / 14 h / 20 °C

With titanium(IV) isopropylate; N-Bromosuccinimide; sodium cyanoborohydride; In ethanol; water; acetone;

DOI:10.1016/j.tet.2003.09.049

upstream raw materials:

tert-butyldimethylsilyl chloride

[3S,4S,5R,6S]-4,5-di-O-benzyl-3-O-tert-butyl(dimethyl)silyl-3,4,5,6-tetrahydroxycycloheptan-1-one 1,3-propanedithioketal

[3S,4S,5S,6S]-4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptan-1-one

[3S,4S,5S,6S]-4,5-dibenzyloxy-3,6-di-tert-butyl(dimethyl)silyloxycycloheptan-1-one 1,3-propanedithioketal

Downstream raw materials:

N-([3S,4R,5R,6S]-4,5-di-O-benzyl-3,4,5,6-tetrahydroxycycloheptanyl)-N-benzylamine