(2S,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-chloro-piperidine

Base Information

• Chemical Name: (2S,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-chloro-piperidine
• CAS No.: 616215-28-2
• Molecular Formula: C₃₄H₃₆ClNO₄
• Molecular Weight: 558.117
• Mol file: 616215-28-2.mol

Synonyms:(2S,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-chloro-piperidine

Chemical Property of (2S,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-chloro-piperidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-chloro-piperidine

There total 1 articles about (2S,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-chloro-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: 93.0%

(2S,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)piperidine (76738-52-8) → (2S,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-chloro-piperidine (616215-28-2)

Guidance literature:

With N-chloro-succinimide; In dichloromethane;

DOI:10.1002/anie.200351002

Reference yield:

(2S,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-chloro-piperidine (616215-28-2) → (2S,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-ethyl-piperidine (616215-42-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / diethyl ether / Heating

2: diethyl ether; dioxane

3: N-chlorosuccinimide / CH₂Cl₂

4: lithium tetramethylpiperidide / diethyl ether / -78 °C

5: 69 percent / LiAlH₄ / tetrahydrofuran

With N-chloro-succinimide; lithium aluminium tetrahydride; 2,2,6,6-tetramethylpiperidinyl-lithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane;

DOI:10.1002/anie.200351002

Reference yield:

(2S,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-chloro-piperidine (616215-28-2) → (2S,3R,4S,5S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-2,3,4,5-tetrahydro-pyridine (616215-29-3)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In diethyl ether; Heating;

DOI:10.1002/anie.200351002

upstream raw materials:

(2S,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)piperidine

Downstream raw materials:

(2S,3R,4S,5S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-2,3,4,5-tetrahydro-pyridine

(2S,3R,4S,5S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-ethyl-2,3,4,5-tetrahydro-pyridine

(2S,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-ethyl-piperidine

(2S,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-ethyl-piperidine