N-((S)-1-((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(hydroxymethyl)cyclohexyl)-3-(tert-butyldimethylsilyloxy)propan-2-yl)-2,2,2-trifluoroacetamide

Base Information

• Chemical Name: N-((S)-1-((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(hydroxymethyl)cyclohexyl)-3-(tert-butyldimethylsilyloxy)propan-2-yl)-2,2,2-trifluoroacetamide
• CAS No.: 1312224-65-9
• Molecular Formula: C₃₂H₄₆F₃NO₅Si
• Molecular Weight: 609.802

Synonyms:N-((S)-1-((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(hydroxymethyl)cyclohexyl)-3-(tert-butyldimethylsilyloxy)propan-2-yl)-2,2,2-trifluoroacetamide

Chemical Property of N-((S)-1-((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(hydroxymethyl)cyclohexyl)-3-(tert-butyldimethylsilyloxy)propan-2-yl)-2,2,2-trifluoroacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-((S)-1-((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(hydroxymethyl)cyclohexyl)-3-(tert-butyldimethylsilyloxy)propan-2-yl)-2,2,2-trifluoroacetamide

There total 12 articles about N-((S)-1-((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(hydroxymethyl)cyclohexyl)-3-(tert-butyldimethylsilyloxy)propan-2-yl)-2,2,2-trifluoroacetamide 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:

((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(iodomethyl)cyclohexyl)methanol (956006-07-8) → N-((S)-1-((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(hydroxymethyl)cyclohexyl)-3-(tert-butyldimethylsilyloxy)propan-2-yl)-2,2,2-trifluoroacetamide (1312224-65-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: indium(III) chloride / dichloromethane / 0.67 h / 20 °C / Inert atmosphere

1.2: Inert atmosphere; UV-irradiation

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: samarium diiodide / tetrahydrofuran; methanol / Inert atmosphere

With indium(III) chloride; n-butyllithium; samarium diiodide; In tetrahydrofuran; methanol; hexane; dichloromethane;

DOI:10.1039/c1ob05219e

Reference yield:

(S)-3-((S)-1-((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(hydroxymethyl)cyclohexyl)-3-(tert-butyldimethylsilyloxy)propan-2-ylamino)-4-benzyloxazolidin-2-one (956006-11-4) → N-((S)-1-((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(hydroxymethyl)cyclohexyl)-3-(tert-butyldimethylsilyloxy)propan-2-yl)-2,2,2-trifluoroacetamide (1312224-65-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: samarium diiodide / tetrahydrofuran; methanol / Inert atmosphere

With n-butyllithium; samarium diiodide; In tetrahydrofuran; methanol; hexane;

DOI:10.1039/c1ob05219e

Reference yield:

C18H28N2O3Si → N-((S)-1-((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(hydroxymethyl)cyclohexyl)-3-(tert-butyldimethylsilyloxy)propan-2-yl)-2,2,2-trifluoroacetamide (1312224-65-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: indium(III) chloride / dichloromethane / 0.67 h / 20 °C / Inert atmosphere

1.2: Inert atmosphere; UV-irradiation

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: samarium diiodide / tetrahydrofuran; methanol / Inert atmosphere

With indium(III) chloride; n-butyllithium; samarium diiodide; In tetrahydrofuran; methanol; hexane; dichloromethane;

DOI:10.1039/c1ob05219e

upstream raw materials:

((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(iodomethyl)cyclohexyl)methanol

(S)-3-((S)-1-((1R,2R,4R,5R)-4,5-bis(benzyloxy)-2-(hydroxymethyl)cyclohexyl)-3-(tert-butyldimethylsilyloxy)propan-2-ylamino)-4-benzyloxazolidin-2-one

(S,E)-4-benzyl-3-(2-(tert-butyldimethylsilyloxy)ethylideneamino)oxazolidin-2-one

(1S,3R,4R,6R)-3-((1S,2R,5S)-2-isopropyl-5-methylcyclohexyl) 4-((1S,2R,5S)-2-isopropyl-5-methylcyclohexyl) 7-oxabicyclo[4.1.0]heptane-3,4-dicarboxylate

Downstream raw materials:

1-((3S,4aR,6R,7R,8aR)-6,7-bis(benzyloxy)-3-((tert-butyldimethylsilyloxy)methyl)octahydroisoquinolin-2-(1H)-yl)-2,2,2-trifluoroethanone

[(2S,4S,5R)-2-hydroxymethyl-5-vinyl-2-quinuclidine]

2-((2S,4R,5R)-2-((tert-butyldimethylsilyloxy)methyl)-5-(2-hydroxyethyl)-1-(2,2,2-trifluoroacetyl)piperidin-4-yl)ethyl benzoate

2-((3R,4R,6S)-6-((tert-butyldimethylsilyloxy)methyl)-4-(2-hydroxyethyl)-1-(2,2,2-trifluoroacetyl)piperidin-3-yl)ethyl benzoate

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