(3R,4R)-tert-butyl 3-(benzyloxycarbonylamino)-4-hydroxypyrrolidine-1-carboxylate

Base Information

• Chemical Name: (3R,4R)-tert-butyl 3-(benzyloxycarbonylamino)-4-hydroxypyrrolidine-1-carboxylate
• CAS No.: 952443-93-5
• Molecular Formula: C₁₇H₂₄N₂O₅
• Molecular Weight: 336.388
• Mol file: 952443-93-5.mol

Synonyms:(3R,4R)-tert-butyl 3-(benzyloxycarbonylamino)-4-hydroxypyrrolidine-1-carboxylate

Chemical Property of (3R,4R)-tert-butyl 3-(benzyloxycarbonylamino)-4-hydroxypyrrolidine-1-carboxylate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4R)-tert-butyl 3-(benzyloxycarbonylamino)-4-hydroxypyrrolidine-1-carboxylate

There total 2 articles about (3R,4R)-tert-butyl 3-(benzyloxycarbonylamino)-4-hydroxypyrrolidine-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: 67.1%

(3R,4R)-3-amino-4-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester (330681-18-0,138026-97-8,148214-90-8,190792-75-7) + benzyl chloroformate (501-53-1,94274-21-2) → (3R,4R)-tert-butyl 3-(benzyloxycarbonylamino)-4-hydroxypyrrolidine-1-carboxylate (952443-93-5)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 0 - 20 ℃; for 3h;

Reference yield:

t-butyl (3R,4R)-3-acetoxy-4-benzyloxycarbonylaminopyrrolidine-1-carboxylate (952443-92-4) → (3R,4R)-tert-butyl 3-(benzyloxycarbonylamino)-4-hydroxypyrrolidine-1-carboxylate (952443-93-5)

Guidance literature:

t-butyl (3R,4R)-3-acetoxy-4-benzyloxycarbonylaminopyrrolidine-1-carboxylate; With potassium carbonate; In methanol; at 0 - 20 ℃;

With water; In methanol;

Reference yield: 71.0%

(3R,4R)-tert-butyl 3-(benzyloxycarbonylamino)-4-hydroxypyrrolidine-1-carboxylate (952443-93-5) → benzyl (3R,4R)-4-hydroxypyrrolidin-3-ylcarbamate (952443-94-6,1810070-09-7)

Guidance literature:

(3R,4R)-tert-butyl 3-(benzyloxycarbonylamino)-4-hydroxypyrrolidine-1-carboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

With hydrogenchloride; In water; at 20 ℃; for 0.5h;

upstream raw materials:

t-butyl (3R,4R)-3-acetoxy-4-benzyloxycarbonylaminopyrrolidine-1-carboxylate

(3R,4R)-3-amino-4-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester

benzyl chloroformate

Downstream raw materials:

benzyl (3R,4R)-4-hydroxypyrrolidin-3-ylcarbamate