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

Base Information

• Chemical Name: tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(1E,3S)-3-hydroxynon-1-enyl]-1-azaspiro[4.5]decane-1-carboxylate
• CAS No.: 484061-58-7
• Molecular Formula: C₃₁H₄₉NO₄
• Molecular Weight: 499.734
• Mol file: 484061-58-7.mol

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

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

There total 7 articles about tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(1E,3S)-3-hydroxynon-1-enyl]-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: 92.0%

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-[(1E,3S)-3-hydroxynon-1-enyl]-1-azaspiro[4.5]decane-1-carboxylate (484061-58-7)

Guidance literature:

With (S)-1,1'-binaphthyl-2,2'-dioxyaluminum hydride; In tetrahydrofuran; at -78 ℃;

DOI:10.1002/1521-3773(20020816)41:16<3017::AID-ANIE3017>3.0.CO;2-1

Reference yield: 76.0%

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-[(1E,3S)-3-hydroxynon-1-enyl]-1-azaspiro[4.5]decane-1-carboxylate (484061-58-7) + tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(1E,3R)-3-hydroxynon-1-enyl]-1-azaspiro[4.5]decane-1-carboxylate (844699-02-1)

Guidance literature:

With lithium aluminium tetrahydride; ethanol; (R)-1,1'-Bi-2-naphthol; In tetrahydrofuran; at -78 ℃; for 5h;

DOI:10.1021/ja040213e

Reference yield:

tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(1E,3S/R)-3-(formyloxy)non-1-enyl]-1-azaspiro[4.5]decane-1-carboxylate (484061-47-4) → 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-[(1E,3R)-3-hydroxynon-1-enyl]-1-azaspiro[4.5]decane-1-carboxylate (844699-02-1)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 2h; Title compound not separated from byproducts;

DOI:10.1021/ja040213e

upstream raw materials:

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

tert-butyl (2S,5S,6S)-2-benzyloxymethyl-6-[(1E,3S/R)-3-(formyloxy)non-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

Downstream raw materials:

tert-butyl (2S,5S,6R)-2-benzyloxymethyl-6-{(2R,3R)-3-[(1S)-1-hydroxyheptyl]oxiranyl}-1-azaspiro[4.5]decane-1-carboxylate

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

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

(3S,5R,7aS,11aS)-3-[(benzyloxy)methyl]-5-hexyloctahydro-1H-pyrrolo[2,1-j]quinolin-7(7aH)-one