(5R,6R,7R,8S,8aR)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-hexahydro-indolizin-3-one

Base Information

• Chemical Name: (5R,6R,7R,8S,8aR)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-hexahydro-indolizin-3-one
• CAS No.: 137326-07-9
• Molecular Formula: C₃₇H₃₉NO₅
• Molecular Weight: 577.72

Synonyms:(5R,6R,7R,8S,8aR)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-hexahydro-indolizin-3-one

Chemical Property of (5R,6R,7R,8S,8aR)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-hexahydro-indolizin-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R,6R,7R,8S,8aR)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-hexahydro-indolizin-3-one

There total 3 articles about (5R,6R,7R,8S,8aR)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-hexahydro-indolizin-3-one 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:

2,6-dideoxy-2,6-<<(phenylmethoxy)carbonyl>imino>-1,3,4,5-tetrakis-O-(phenylmethyl)-D-glycero-L-gulo-heptitol (104343-31-9) → (5R,6R,7R,8S,8aR)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-hexahydro-indolizin-3-one (137326-07-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / (COCl)2, DMSO

2: 82 percent / 1,2-dimethoxy-ethane

3: H₂ / Raney nickel

4: HCO₂H / Heating

With formic acid; oxalyl dichloride; hydrogen; dimethyl sulfoxide; nickel; In 1,2-dimethoxyethane;

DOI:10.1016/S0040-4039(00)79409-3

Reference yield:

(2R,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-((E)-2-methoxycarbonyl-vinyl)-piperidine-1-carboxylic acid benzyl ester (138127-69-2) → (5R,6R,7R,8S,8aR)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-hexahydro-indolizin-3-one (137326-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Raney nickel

2: HCO₂H / Heating

With formic acid; hydrogen; nickel;

DOI:10.1016/S0040-4039(00)79409-3

Reference yield:

3-((2R,3S,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-piperidin-2-yl)-propionic acid methyl ester (137326-06-8) → (5R,6R,7R,8S,8aR)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-hexahydro-indolizin-3-one (137326-07-9)

Guidance literature:

With formic acid; Yield given; Heating;

DOI:10.1016/S0040-4039(00)79409-3

upstream raw materials:

3-((2R,3S,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-piperidin-2-yl)-propionic acid methyl ester

2,6-dideoxy-2,6-<<(phenylmethoxy)carbonyl>imino>-1,3,4,5-tetrakis-O-(phenylmethyl)-D-glycero-L-gulo-heptitol

(2R,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-((E)-2-methoxycarbonyl-vinyl)-piperidine-1-carboxylic acid benzyl ester

Downstream raw materials:

(5R,6R,7R,8S,8aR)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-octahydro-indolizine

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