tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(3S)-3-hydroxynonyl]-1-azaspiro[4.5]decane-1-carboxylate

Base Information

• Chemical Name: tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(3S)-3-hydroxynonyl]-1-azaspiro[4.5]decane-1-carboxylate
• CAS No.: 484061-53-2
• Molecular Formula: C₃₁H₅₁NO₄
• Molecular Weight: 501.75
• Mol file: 484061-53-2.mol

Synonyms:tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(3S)-3-hydroxynonyl]-1-azaspiro[4.5]decane-1-carboxylate

Chemical Property of tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(3S)-3-hydroxynonyl]-1-azaspiro[4.5]decane-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(3S)-3-hydroxynonyl]-1-azaspiro[4.5]decane-1-carboxylate

There total 20 articles about tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(3S)-3-hydroxynonyl]-1-azaspiro[4.5]decane-1-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: 100.0%

C37H65NO4Si → tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(3S)-3-hydroxynonyl]-1-azaspiro[4.5]decane-1-carboxylate (484061-53-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; water; at 20 ℃;

DOI:10.1002/chem.201701475

Reference yield: 86.0%

tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(1E,3S)-3-hydroxynon-1-enyl]-1-azaspiro[4.5]decane-1-carboxylate (484061-58-7) → tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(3S)-3-hydroxynonyl]-1-azaspiro[4.5]decane-1-carboxylate (484061-53-2)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethyl acetate; for 0.5h; under 760 Torr;

DOI:10.1021/ja040213e

Reference yield:

tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(1E)-3-oxonon-1-enyl]-1-azaspiro[4.5]decane-1-carboxylate (484061-51-0) → tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(3S)-3-hydroxynonyl]-1-azaspiro[4.5]decane-1-carboxylate (484061-53-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / LiAlH₄; (S)-1,1'-binaphthol; ethanol / tetrahydrofuran / 5 h / -78 °C

2: 86 percent / H₂ / PtO₂ / ethyl acetate / 0.5 h / 760 Torr

With lithium aluminium tetrahydride; ethanol; hydrogen; (S)-[1,1']-binaphthalenyl-2,2'-diol; platinum(IV) oxide; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/ja040213e

upstream raw materials:

tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(1E,3S)-3-hydroxynon-1-enyl]-1-azaspiro[4.5]decane-1-carboxylate

(S)-5-benzyloxymetyl-1-tert-butoxycarbonyl-2-pyrrolidinone

tert-butyl (1S)-[(9E,11E)-1-benzyloxymethyl-4-oxo-9,11-octadecadienyl]carbamate

tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(1E)-3-oxonon-1-enyl]-1-azaspiro[4.5]decane-1-carboxylate

Downstream raw materials:

(S)-1-((2S,5S,6S)-2-((benzyloxy)methyl)-1-azaspiro[4.5]decan-6-yl)nonan-3-ol

(3S,5R,7aS,11aS)-3-benzyloxymethyl-5-hexyldecahydro-H-pyrrolo[2,1-j]quinoline