(3R,4R)-1-benzyloxycarbonyl-3-(tert-butoxycarbonylamino)-4-hydroxypyrrolidine

Base Information

• Chemical Name: (3R,4R)-1-benzyloxycarbonyl-3-(tert-butoxycarbonylamino)-4-hydroxypyrrolidine
• CAS No.: 1203566-76-0
• Molecular Formula: C₁₇H₂₄N₂O₅
• Molecular Weight: 336.388
• Mol file: 1203566-76-0.mol

Synonyms:(3R,4R)-1-benzyloxycarbonyl-3-(tert-butoxycarbonylamino)-4-hydroxypyrrolidine

Chemical Property of (3R,4R)-1-benzyloxycarbonyl-3-(tert-butoxycarbonylamino)-4-hydroxypyrrolidine

Chemical Property:

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4R)-1-benzyloxycarbonyl-3-(tert-butoxycarbonylamino)-4-hydroxypyrrolidine

There total 9 articles about (3R,4R)-1-benzyloxycarbonyl-3-(tert-butoxycarbonylamino)-4-hydroxypyrrolidine 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:

(3R,4R)-3-amino-1-benzyloxycarbonyl-4-hydroxypyrrolidine (535936-20-0) + di-tert-butyl dicarbonate (24424-99-5) → (3R,4R)-1-benzyloxycarbonyl-3-(tert-butoxycarbonylamino)-4-hydroxypyrrolidine (1203566-76-0)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 20 ℃;

Reference yield:

vinyl acetate (108-05-4,9003-20-7) + (±)-trans-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-hydroxypyrrolidine → (3R,4R)-1-benzyloxycarbonyl-3-(tert-butoxycarbonylamino)-4-hydroxypyrrolidine (1203566-76-0) + (3R,4R)-3-acetoxy-1-(benzyloxycarbonyl)-4-(tert-butoxycarbonylamino)pyrrolidine (1440109-77-2) + (3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonylamino)-4-hydroxypyrrolidine (708273-50-1)

Guidance literature:

With triethylamine; In 1,4-dioxane; at 30 ℃; for 120h; enantioselective reaction; Inert atmosphere; Enzymatic reaction;

DOI:10.1016/j.tet.2013.04.112

Reference yield:

vinyl acetate (108-05-4,9003-20-7) + (±)-trans-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-hydroxypyrrolidine → (3R,4R)-1-benzyloxycarbonyl-3-(tert-butoxycarbonylamino)-4-hydroxypyrrolidine (1203566-76-0) + (3R,4R)-3-acetoxy-1-(benzyloxycarbonyl)-4-(tert-butoxycarbonylamino)pyrrolidine (1440109-77-2) + (3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonylamino)-4-hydroxypyrrolidine (708273-50-1) + (3S,4S)-3-acetoxy-1-(benzyloxycarbonyl)-4-(tert-butoxycarbonylamino)pyrrolidine

Guidance literature:

With triethylamine; In toluene; at 30 ℃; for 120h; Reagent/catalyst; enantioselective reaction; Inert atmosphere; Enzymatic reaction;

DOI:10.1016/j.tet.2013.04.112

upstream raw materials:

(3R,4R)-3-amino-1-benzyloxycarbonyl-4-hydroxypyrrolidine

di-tert-butyl dicarbonate

vinyl acetate

benzyl 6-oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate

Downstream raw materials:

C₉H₁₈N₂O₃