(1S,2R)-1-phenyl-2-tert-butoxycarbonylamino-3-(N-morpholino)-1-bromopropane

Base Information

• Chemical Name: (1S,2R)-1-phenyl-2-tert-butoxycarbonylamino-3-(N-morpholino)-1-bromopropane
• CAS No.: 1236068-33-9
• Molecular Formula: C₁₈H₂₇BrN₂O₃
• Molecular Weight: 399.328
• Mol file: 1236068-33-9.mol

Synonyms:(1S,2R)-1-phenyl-2-tert-butoxycarbonylamino-3-(N-morpholino)-1-bromopropane

Chemical Property of (1S,2R)-1-phenyl-2-tert-butoxycarbonylamino-3-(N-morpholino)-1-bromopropane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R)-1-phenyl-2-tert-butoxycarbonylamino-3-(N-morpholino)-1-bromopropane

There total 6 articles about (1S,2R)-1-phenyl-2-tert-butoxycarbonylamino-3-(N-morpholino)-1-bromopropane 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: 86.0%

(2R,3R)-4-(1-tert-butoxycarbonyl-3-phenylaziridine-2-ylmethyl)morpholine (1236068-31-7) → (1S,2R)-1-phenyl-2-tert-butoxycarbonylamino-3-(N-morpholino)-1-bromopropane (1236068-33-9)

Guidance literature:

With magnesium bromide; In diethyl ether; at -20 ℃;

DOI:10.1002/jhet.354

Reference yield:

C13H18N2O (1353580-55-8) → (1S,2R)-1-phenyl-2-tert-butoxycarbonylamino-3-(N-morpholino)-1-bromopropane (1236068-33-9)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap / dichloromethane / 24 h / 20 °C

2: magnesium bromide ethyl etherate / diethyl ether / 6 h / -40 °C

With dmap; magnesium bromide ethyl etherate; In diethyl ether; dichloromethane;

DOI:10.1055/s-0030-1260225

Reference yield:

(2S,3S)-2,3-epoxy-3-phenyl-1-propanol (104196-23-8) → (1S,2R)-1-phenyl-2-tert-butoxycarbonylamino-3-(N-morpholino)-1-bromopropane (1236068-33-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: dmap; triethylamine / dichloromethane / 0 °C

2.1: pyridine / 20 °C

3.1: sodium azide; ammonium chloride / methanol / 24 h / Reflux

3.2: 10 h / 20 °C / Reflux

4.1: dmap / dichloromethane / 24 h / 20 °C

5.1: magnesium bromide ethyl etherate / diethyl ether / 6 h / -40 °C

With pyridine; dmap; sodium azide; ammonium chloride; magnesium bromide ethyl etherate; triethylamine; In methanol; diethyl ether; dichloromethane;

DOI:10.1055/s-0030-1260225

upstream raw materials:

(2R,3R)-4-(1-tert-butoxycarbonyl-3-phenylaziridine-2-ylmethyl)morpholine

(2'S,3'S)-4-(3'-phenyloxiran-2'-ylmethyl)morpholine

C₁₃H₁₈N₂O

3-Phenylpropenol

Downstream raw materials:

D-threo-1-ethylendioxyphenyl-2-decanoylamino-3-pyrrolidinopropanol

(1R,2R)-2-amino-3-(N-morpholino)-1-phenylpropan-1-ol

(4R,5R)-4-(morpholin-4-ylmethyl)-5-phenyloxazolidin-2-one