(2S,3R,4aS,5S,8aR)-1-(tert-butoxycarbonyl)-2-methyl-3-hydroxy-5-[(5R)-5-(methoxymethoxy)octan-1-yl]decahydroquinoline

Base Information

• Chemical Name: (2S,3R,4aS,5S,8aR)-1-(tert-butoxycarbonyl)-2-methyl-3-hydroxy-5-[(5R)-5-(methoxymethoxy)octan-1-yl]decahydroquinoline
• CAS No.: 782498-37-7
• Molecular Formula: C₂₅H₄₇NO₅
• Molecular Weight: 441.652
• Mol file: 782498-37-7.mol

Synonyms:(2S,3R,4aS,5S,8aR)-1-(tert-butoxycarbonyl)-2-methyl-3-hydroxy-5-[(5R)-5-(methoxymethoxy)octan-1-yl]decahydroquinoline

Chemical Property of (2S,3R,4aS,5S,8aR)-1-(tert-butoxycarbonyl)-2-methyl-3-hydroxy-5-[(5R)-5-(methoxymethoxy)octan-1-yl]decahydroquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,4aS,5S,8aR)-1-(tert-butoxycarbonyl)-2-methyl-3-hydroxy-5-[(5R)-5-(methoxymethoxy)octan-1-yl]decahydroquinoline

There total 1 articles about (2S,3R,4aS,5S,8aR)-1-(tert-butoxycarbonyl)-2-methyl-3-hydroxy-5-[(5R)-5-(methoxymethoxy)octan-1-yl]decahydroquinoline 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:

(2R,3R)-2,3-epoxy-1-hexanol (92418-71-8) → (2S,3R,4aS,5S,8aR)-1-(tert-butoxycarbonyl)-2-methyl-3-hydroxy-5-[(5R)-5-(methoxymethoxy)octan-1-yl]decahydroquinoline (782498-37-7)

Guidance literature:

Multi-step reaction with 9 steps

1.1: Red-Al

2.1: ethyldiisopropylamine

3.1: ethyldiisopropylamine

4.1: TBAF

5.1: DEAD; n-Bu₃P

6.1: 85 percent / mCPBA; NaHCO₃

7.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C

7.2: tetrahydrofuran / 3 h / -78 °C

8.1: 166 mg / hydrogen / palladium on charcoal / methanol / 6 h / 20 °C / atmospheric pressure

9.1: 100 percent / TBAF / tetrahydrofuran / 72 h

With tributylphosphine; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; 5.1: Mitsunobu reaction;

DOI:10.1021/jo061070c

upstream raw materials:

(2R,3R)-2,3-epoxy-1-hexanol