tert-butyl (2R,3R)-N-allyl-N-[1-(benzyloxy)-3-(methoxymethoxy)pent-4-en-2-yl]carbamate

Base Information

• Chemical Name: tert-butyl (2R,3R)-N-allyl-N-[1-(benzyloxy)-3-(methoxymethoxy)pent-4-en-2-yl]carbamate
• CAS No.: 1339950-17-2
• Molecular Formula: C₂₂H₃₃NO₅
• Molecular Weight: 391.508
• Mol file: 1339950-17-2.mol

Synonyms:tert-butyl (2R,3R)-N-allyl-N-[1-(benzyloxy)-3-(methoxymethoxy)pent-4-en-2-yl]carbamate

Chemical Property of tert-butyl (2R,3R)-N-allyl-N-[1-(benzyloxy)-3-(methoxymethoxy)pent-4-en-2-yl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (2R,3R)-N-allyl-N-[1-(benzyloxy)-3-(methoxymethoxy)pent-4-en-2-yl]carbamate

There total 2 articles about tert-butyl (2R,3R)-N-allyl-N-[1-(benzyloxy)-3-(methoxymethoxy)pent-4-en-2-yl]carbamate 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: 90.0%

C19H29NO5 + allyl bromide (106-95-6) → tert-butyl (2R,3R)-N-allyl-N-[1-(benzyloxy)-3-(methoxymethoxy)pent-4-en-2-yl]carbamate (1339950-17-2)

Guidance literature:

C₁₉H₂₉NO₅; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.166667h; Inert atmosphere;

allyl bromide; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

allyl bromide; Further stages;

DOI:10.1055/s-0030-1260120

Reference yield:

C17H25NO4 → tert-butyl (2R,3R)-N-allyl-N-[1-(benzyloxy)-3-(methoxymethoxy)pent-4-en-2-yl]carbamate (1339950-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Cooling with ice

2.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

With sodium hydride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-0030-1260120

Reference yield: 84.0%

tert-butyl (2R,3R)-N-allyl-N-[1-(benzyloxy)-3-(methoxymethoxy)pent-4-en-2-yl]carbamate (1339950-17-2) → tert-butyl (5R,6R)-6-(benzyloxymethyl)-5-(methoxymethoxy)-5,6-dihydropyridine-1(2H)-carboxylate (1339950-19-4)

Guidance literature:

With Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1055/s-0030-1260120

upstream raw materials:

allyl bromide

Downstream raw materials:

tert-butyl (5R,6R)-6-(benzyloxymethyl)-5-(methoxymethoxy)-5,6-dihydropyridine-1(2H)-carboxylate

(2R,3R)-3-hydroxypiperidine-1-carboxylic acis