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

Base Information

• Chemical Name: (5R,6R,7R,8S,8aR)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-octahydro-indolizine
• CAS No.: 137326-08-0
• Molecular Formula: C₃₇H₄₁NO₄
• Molecular Weight: 563.737

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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

There total 4 articles about (5R,6R,7R,8S,8aR)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-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: 95.0%

(5R,6R,7R,8S,8aR)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-hexahydro-indolizin-3-one (137326-07-9) → (5R,6R,7R,8S,8aR)-6,7,8-Tris-benzyloxy-5-benzyloxymethyl-octahydro-indolizine (137326-08-0)

Guidance literature:

With aluminium hydride; In tetrahydrofuran;

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

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-octahydro-indolizine (137326-08-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / (COCl)2, DMSO

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

3: H₂ / Raney nickel

4: HCO₂H / Heating

5: 95 percent / AlH₃ / tetrahydrofuran

With aluminium hydride; formic acid; oxalyl dichloride; hydrogen; dimethyl sulfoxide; nickel; In tetrahydrofuran; 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-octahydro-indolizine (137326-08-0)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Raney nickel

2: HCO₂H / Heating

3: 95 percent / AlH₃ / tetrahydrofuran

With aluminium hydride; formic acid; hydrogen; nickel; In tetrahydrofuran;

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

upstream raw materials:

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

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

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