[2R-(2α,3α,4α,5β)]-3,4,5-tris(phenylmethoxy)-2-[(phenylmethoxy)methyl]piperidine

Base Information

• Chemical Name: [2R-(2α,3α,4α,5β)]-3,4,5-tris(phenylmethoxy)-2-[(phenylmethoxy)methyl]piperidine
• CAS No.: 167904-18-9
• Molecular Formula: C₃₄H₃₇NO₄
• Molecular Weight: 523.672
• Mol file: 167904-18-9.mol

Synonyms:[2R-(2α,3α,4α,5β)]-3,4,5-tris(phenylmethoxy)-2-[(phenylmethoxy)methyl]piperidine

Chemical Property of [2R-(2α,3α,4α,5β)]-3,4,5-tris(phenylmethoxy)-2-[(phenylmethoxy)methyl]piperidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2R-(2α,3α,4α,5β)]-3,4,5-tris(phenylmethoxy)-2-[(phenylmethoxy)methyl]piperidine

There total 17 articles about [2R-(2α,3α,4α,5β)]-3,4,5-tris(phenylmethoxy)-2-[(phenylmethoxy)methyl]piperidine 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: 78.0%

(5R,6S,7S,8S)-6,7,8-tris(benzyloxy)-5-<(benzyloxy)methyl>-5,6,7,8-tetrahydro-tetrazolo<1,5-a>pyridine (168037-63-6) → [2R-(2α,3α,4α,5β)]-3,4,5-tris(phenylmethoxy)-2-[(phenylmethoxy)methyl]piperidine (167904-18-9)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 5h; Ambient temperature;

DOI:10.1002/hlca.19950780221

Reference yield: 71.0%

(3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)piperidin-2-one (158349-25-8) → [2R-(2α,3α,4α,5β)]-3,4,5-tris(phenylmethoxy)-2-[(phenylmethoxy)methyl]piperidine (167904-18-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 3h; Inert atmosphere; Reflux;

DOI:10.1021/jm901281m

Reference yield: 45.0%

[1S-(1α,2β,3α,4β,5β)]-2-(methoxyamino)-3,4,5-tris(phenylmethoxy)-1-[(phenylmethoxy)methyl]cyclopentanol (300547-63-1) → [2R-(2α,3α,4α,5β)]-3,4,5-tris(phenylmethoxy)-2-[(phenylmethoxy)methyl]piperidine (167904-18-9) + [1S-(1α,2β,3α,4β,5β)]-2-amino-3,4,5-tris(phenylmethoxy)-1-[(phenylmethoxy)methyl]cyclopentanol

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 4h; Heating;

DOI:10.1016/S0040-4020(00)00545-7

upstream raw materials:

(5R,6S,7S,8S)-6,7,8-tris(benzyloxy)-5-<(benzyloxy)methyl>-5,6,7,8-tetrahydro-tetrazolo<1,5-a>pyridine

[1S-(1α,2β,3α,4β,5β)]-2-(methoxyamino)-3,4,5-tris(phenylmethoxy)-1-[(phenylmethoxy)methyl]cyclopentanol

benzyl bromide

2,3-Bis-O-(phenylmethyl)-4,6-O-(phenylmethylene)-D-galactopyranose

Downstream raw materials:

N-(4'-azidobutyl)-2,3,4,6-tetra-O-benzyl-1-deoxygalactonojirimycin