3-(((2S,4S)-1-(allyloxycarbonyl)-4-(tert-butoxycarbonylamino)pyrrolidin-2-yl)methoxy)benzoic acid

Base Information

• Chemical Name: 3-(((2S,4S)-1-(allyloxycarbonyl)-4-(tert-butoxycarbonylamino)pyrrolidin-2-yl)methoxy)benzoic acid
• CAS No.: 1266099-79-9
• Molecular Formula: C₂₁H₂₈N₂O₇
• Molecular Weight: 420.463
• Mol file: 1266099-79-9.mol

Synonyms:3-(((2S,4S)-1-(allyloxycarbonyl)-4-(tert-butoxycarbonylamino)pyrrolidin-2-yl)methoxy)benzoic acid

Chemical Property of 3-(((2S,4S)-1-(allyloxycarbonyl)-4-(tert-butoxycarbonylamino)pyrrolidin-2-yl)methoxy)benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(((2S,4S)-1-(allyloxycarbonyl)-4-(tert-butoxycarbonylamino)pyrrolidin-2-yl)methoxy)benzoic acid

There total 3 articles about 3-(((2S,4S)-1-(allyloxycarbonyl)-4-(tert-butoxycarbonylamino)pyrrolidin-2-yl)methoxy)benzoic acid 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: 96.0%

C23H32N2O7 (1266099-78-8) → 3-(((2S,4S)-1-(allyloxycarbonyl)-4-(tert-butoxycarbonylamino)pyrrolidin-2-yl)methoxy)benzoic acid (1266099-79-9)

Guidance literature:

C₂₃H₃₂N₂O₇; With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 16h;

With sodium dihydrogenphosphate; In tetrahydrofuran; methanol; water;

Reference yield:

tert-butyl ((3S,5S)-5-(hydroxymethyl)pyrrolidin-3-yl)carbamate (663948-85-4,1070295-74-7) → 3-(((2S,4S)-1-(allyloxycarbonyl)-4-(tert-butoxycarbonylamino)pyrrolidin-2-yl)methoxy)benzoic acid (1266099-79-9)

Guidance literature:

Multi-step reaction with 3 steps

1: dichloromethane

2: cyanomethylenetributyl-phosphorane / toluene / 2 h / Reflux

3: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 16 h / 0 - 20 °C

With lithium hydroxide monohydrate; water; cyanomethylenetributyl-phosphorane; In tetrahydrofuran; methanol; dichloromethane; toluene; 2: Mitsunobu reaction;

Reference yield:

(2S,4S)-allyl 4-(tert-butoxycarbonylamino)-2-(hydroxymethyl)-pyrrolidine-1-carboxylate (1264245-74-0) → 3-(((2S,4S)-1-(allyloxycarbonyl)-4-(tert-butoxycarbonylamino)pyrrolidin-2-yl)methoxy)benzoic acid (1266099-79-9)

Guidance literature:

Multi-step reaction with 2 steps

1: cyanomethylenetributyl-phosphorane / toluene / 2 h / Reflux

2: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 16 h / 0 - 20 °C

With lithium hydroxide monohydrate; water; cyanomethylenetributyl-phosphorane; In tetrahydrofuran; methanol; toluene; 1: Mitsunobu reaction;

upstream raw materials:

tert-butyl ((3S,5S)-5-(hydroxymethyl)pyrrolidin-3-yl)carbamate

(2S,4S)-allyl 4-(tert-butoxycarbonylamino)-2-(hydroxymethyl)-pyrrolidine-1-carboxylate

C₂₃H₃₂N₂O₇

Downstream raw materials:

C₃₇H₄₇N₃O₁₁