tert-butyl 10-benzyl-8-vinyl-7-oxa-3,10-diazaspiro[5.5]undecane-3-carboxylate

Base Information

• Chemical Name: tert-butyl 10-benzyl-8-vinyl-7-oxa-3,10-diazaspiro[5.5]undecane-3-carboxylate
• CAS No.: 1400642-83-2
• Molecular Formula: C₂₂H₃₂N₂O₃
• Molecular Weight: 372.508
• Mol file: 1400642-83-2.mol

Synonyms:tert-butyl 10-benzyl-8-vinyl-7-oxa-3,10-diazaspiro[5.5]undecane-3-carboxylate

Chemical Property of tert-butyl 10-benzyl-8-vinyl-7-oxa-3,10-diazaspiro[5.5]undecane-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 10-benzyl-8-vinyl-7-oxa-3,10-diazaspiro[5.5]undecane-3-carboxylate

There total 1 articles about tert-butyl 10-benzyl-8-vinyl-7-oxa-3,10-diazaspiro[5.5]undecane-3-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%

cis-1,4-bis(acetyloxy)but-2-ene (25260-60-0) + tert-butyl 4-((benzylamino)methyl)-4-hydroxypiperidine-1-carboxylate (1352925-68-8) → tert-butyl 10-benzyl-8-vinyl-7-oxa-3,10-diazaspiro[5.5]undecane-3-carboxylate (1400642-83-2)

Guidance literature:

With triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine; In tetrahydrofuran; at 45 ℃; for 16h; Inert atmosphere; Sealed tube;

Reference yield: 93.0%

tert-butyl 10-benzyl-8-vinyl-7-oxa-3,10-diazaspiro[5.5]undecane-3-carboxylate (1400642-83-2) → tert-butyl 8-benzyl-10-(1,2-dihydroxyethyl)-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate (1400642-84-3)

Guidance literature:

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; for 2h;

Reference yield:

tert-butyl 10-benzyl-8-vinyl-7-oxa-3,10-diazaspiro[5.5]undecane-3-carboxylate (1400642-83-2) → 9-tert-butyl 2-methyl 4-benzyl-1-oxa-4,9-diazaspiro[5.5]undecane-2,9-dicarboxylate (1400642-86-5)

Guidance literature:

Multi-step reaction with 3 steps

1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone / 2 h

2: sodium periodate / water; tetrahydrofuran / 2.5 h / 20 °C

3: sodium dihydrogenphosphate; sodium chlorite / 2-methyl-but-2-ene; water; tert-butyl alcohol / 0.58 h / 0 °C

With sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; sodium chlorite; 4-methylmorpholine N-oxide; In tetrahydrofuran; 2-methyl-but-2-ene; water; acetone; tert-butyl alcohol;

upstream raw materials:

cis-1,4-bis(acetyloxy)but-2-ene

tert-butyl 4-((benzylamino)methyl)-4-hydroxypiperidine-1-carboxylate

Downstream raw materials:

tert-butyl 8-benzyl-10-(1,2-dihydroxyethyl)-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate

9-tert-butyl 2-methyl 4-benzyl-1-oxa-4,9-diazaspiro[5.5]undecane-2,9-dicarboxylate

C₂₁H₃₀N₂O₄

Refernces