(1S,6S,7R,8R,8aR)-1,6,7,8-tetrabenzyloxy-octahydro-indolizine

Base Information

• Chemical Name: (1S,6S,7R,8R,8aR)-1,6,7,8-tetrabenzyloxy-octahydro-indolizine
• CAS No.: 182697-87-6
• Molecular Formula: C₃₆H₃₉NO₄
• Molecular Weight: 549.71
• Mol file: 182697-87-6.mol

Synonyms:(1S,6S,7R,8R,8aR)-1,6,7,8-tetrabenzyloxy-octahydro-indolizine

Chemical Property of (1S,6S,7R,8R,8aR)-1,6,7,8-tetrabenzyloxy-octahydro-indolizine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,6S,7R,8R,8aR)-1,6,7,8-tetrabenzyloxy-octahydro-indolizine

There total 14 articles about (1S,6S,7R,8R,8aR)-1,6,7,8-tetrabenzyloxy-octahydro-indolizine 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: 93.0%

2-(1-benzyloxy-3-hydroxypropyl)-3,4,5-tribenzyloxypiperidine (865758-89-0) → (1S,6S,7R,8R,8aR)-1,6,7,8-tetrabenzyloxy-octahydro-indolizine (182697-87-6)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 25 ℃; for 12h;

DOI:10.1016/j.tet.2005.07.014

Reference yield: 78.0%

(4S,8R,9R,10S)-4,8,9,10-Tetrakis-benzyloxy-1,6-dioxa-spiro[4.5]decane-2,7-diol → (1S,6S,7R,8R,8aR)-1,6,7,8-tetrabenzyloxy-octahydro-indolizine (182697-87-6)

Guidance literature:

With 3 Angstroem MS; ammonium formate; sodium cyanoborohydride; In methanol; at 20 ℃; for 24h;

DOI:10.1021/jo001447t

Reference yield: 53.0%

(4S,8R,9R,10S)-4,8,9,10-Tetrakis-benzyloxy-1,6-dioxa-spiro[4.5]decane-2,7-diol → (1S,6S,7R,8R,8aS)-1,6,7,8-tetra-O-benzylindolizidine (222185-80-0) + (1S,6S,7R,8R,8aR)-1,6,7,8-tetrabenzyloxy-octahydro-indolizine (182697-87-6)

Guidance literature:

With ammonium formate; sodium cyanoborohydride; In methanol; for 24h; Title compound not separated from byproducts;

DOI:10.1021/jo961208z

upstream raw materials:

2-(1-benzyloxy-3-hydroxypropyl)-3,4,5-tribenzyloxypiperidine

1-acetyl-2-(1-benzyloxyallyl)-3-hydroxy-4,5-epoxypiperidine

1-acetyl-2-(1-benzyloxyallyl)-3,4,5-trihydroxypiperidine

1-acetyl-2-(1-benzyloxyallyl)-3,4,5-tribenzyloxypiperidine

Downstream raw materials:

(1S,6S,7R,8R,8aR)-2,6,7,8-tetrahydroxy-indolizidine