tert-butyl (3R,4R)-4-[(diphenylmethylene)amino]-3-hydroxypiperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl (3R,4R)-4-[(diphenylmethylene)amino]-3-hydroxypiperidine-1-carboxylate
• CAS No.: 1007596-93-1
• Molecular Formula: C₂₃H₂₈N₂O₃
• Molecular Weight: 380.487
• Mol file: 1007596-93-1.mol

Synonyms:tert-butyl (3R,4R)-4-[(diphenylmethylene)amino]-3-hydroxypiperidine-1-carboxylate

Chemical Property of tert-butyl (3R,4R)-4-[(diphenylmethylene)amino]-3-hydroxypiperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (3R,4R)-4-[(diphenylmethylene)amino]-3-hydroxypiperidine-1-carboxylate

There total 6 articles about tert-butyl (3R,4R)-4-[(diphenylmethylene)amino]-3-hydroxypiperidine-1-carboxylate 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:

Benzophenone imine (1013-88-3) + (3R,4R)-tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate (1007596-95-3,1331777-74-2,443955-98-4) → tert-butyl (3R,4R)-4-[(diphenylmethylene)amino]-3-hydroxypiperidine-1-carboxylate (1007596-93-1)

Guidance literature:

In toluene; for 18h; Heating / reflux;

Reference yield:

benzyl (3R,4R)-4-amino-3-hydroxy-piperidine-1-carboxylate (959617-87-9) → tert-butyl (3R,4R)-4-[(diphenylmethylene)amino]-3-hydroxypiperidine-1-carboxylate (1007596-93-1)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen; acetic acid / palladium 10% on activated carbon / ethanol / 1 h / 20 °C / 2585.81 Torr

2: N-ethyl-N,N-diisopropylamine / methanol / 2 h / 20 °C

3: toluene / 18 h / Heating / reflux

With hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; In methanol; ethanol; toluene;

Reference yield:

trans(±)benzyl-4-azido-3-hydroxypiperidine-1-carboxylate (167832-25-9) → tert-butyl (3R,4R)-4-[(diphenylmethylene)amino]-3-hydroxypiperidine-1-carboxylate (1007596-93-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triphenylphosphine / tetrahydrofuran / 2 h / 20 °C

1.2: 20 °C

2.1: hydrogen; acetic acid / palladium 10% on activated carbon / ethanol / 1 h / 20 °C / 2585.81 Torr

3.1: N-ethyl-N,N-diisopropylamine / methanol / 2 h / 20 °C

4.1: toluene / 18 h / Heating / reflux

With hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; toluene;

upstream raw materials:

Benzophenone imine

(3R,4R)-tert-butyl 4-amino-3-hydroxypiperidine-1-carboxylate

tert-butyl 2,5-dioxopyrrolidin-1-yl carbonate

(3R,4R)-4-aminopiperidin-3-ol

Downstream raw materials:

(3R,4R)-tert-butyl 3-azido-4-[(diphenylmethylene)amino]piperidine-1-carboxylate