4-Boc-aminomethyl-3-hydroxy-1-N-Boc-pyrrolidine

Base Information

• Chemical Name: 4-Boc-aminomethyl-3-hydroxy-1-N-Boc-pyrrolidine
• CAS No.: 175463-34-0
• Molecular Formula: C15H28 N2 O5
• Molecular Weight: 316.398
• Hs Code.: 2933990090
• European Community (EC) Number: 675-724-9
• DSSTox Substance ID: DTXSID10404010
• Mol file: 175463-34-0.mol

Synonyms:175463-34-0;4-Boc-aminomethyl-3-hydroxy-1-N-Boc-pyrrolidine;4-Boc-aminomethyl-1-N-Boc-pyrrolidin-3-ol;tert-Butyl 3-(((tert-butoxycarbonyl)amino)methyl)-4-hydroxypyrrolidine-1-carboxylate;Tert-butyl 3-hydroxy-4-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]pyrrolidine-1-carboxylate;tert-Butyl3-(((tert-butoxycarbonyl)amino)methyl)-4-hydroxypyrrolidine-1-carboxylate;SCHEMBL6229300;DTXSID10404010;MFCD01318367;AKOS015901113;AB08699;AS-37072;CS-0171918;tert-butyl 3-((tert-butoxycarbonylamino)methyl)-4-hydroxypyrrolidine-1-carboxylate;3-(tert-butoxycarbonylamino-methyl)-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester 175463-

Chemical Property of 4-Boc-aminomethyl-3-hydroxy-1-N-Boc-pyrrolidine

Chemical Property:

• Vapor Pressure: 1.78E-09mmHg at 25°C
• Refractive Index: 1.494
• Boiling Point: 437.1°Cat760mmHg
• Flash Point: 218.2°C
• PSA: 88.10000
• Density: 1.13g/cm³
• LogP: 2.06770
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 316.19982200
• Heavy Atom Count: 22
• Complexity: 411

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl3-(((tert-butoxycarbonyl)amino)methyl)-4-hydroxypyrrolidine-1-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC1CN(CC1O)C(=O)OC(C)(C)C

Technology Process of 4-Boc-aminomethyl-3-hydroxy-1-N-Boc-pyrrolidine

There total 7 articles about 4-Boc-aminomethyl-3-hydroxy-1-N-Boc-pyrrolidine 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: 80.6%

di-tert-butyl dicarbonate (24424-99-5) + 3-cyano-4-oxopyrrolidine-1-carboxylic acid tert-butyl ester (175463-32-8) → 4-(tert-butoxycarbonyl)aminomethyl-1-(t-butoxycarbonyl)pyrrolidin-3-ol (175463-34-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 50 ℃; for 18h; under 30003 Torr; Autoclave;

Reference yield:

N-cyanoethyl glycine ethyl ester (44981-94-4) → 4-(tert-butoxycarbonyl)aminomethyl-1-(t-butoxycarbonyl)pyrrolidin-3-ol (175463-34-0)

Guidance literature:

Multi-step reaction with 4 steps

1: CHCl₃

2: NaBH₄ / ethanol / 0 °C

3: LAH / tetrahydrofuran / -5 °C

4: NaHCO₃ / dioxane; H₂O

With sodium tetrahydroborate; lithium aluminium tetrahydride; sodium hydrogencarbonate; In tetrahydrofuran; 1,4-dioxane; ethanol; chloroform; water;

DOI:10.1016/S0014-827X(01)01017-5

Reference yield:

tert-butyl 3-cyano-4-hydroxypyrrolidine-1-carboxylate (197143-33-2,215922-85-3) → 4-(tert-butoxycarbonyl)aminomethyl-1-(t-butoxycarbonyl)pyrrolidin-3-ol (175463-34-0)

Guidance literature:

Multi-step reaction with 2 steps

1: LAH / tetrahydrofuran / -5 °C

2: NaHCO₃ / dioxane; H₂O

With lithium aluminium tetrahydride; sodium hydrogencarbonate; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1016/S0014-827X(01)01017-5

upstream raw materials:

di-tert-butyl dicarbonate

tert-butyl 3-(aminomethyl)-4-hydroxypyrrolidine-1-carboxylate

N-cyanoethyl glycine ethyl ester

tert-butyl 3-cyano-4-hydroxypyrrolidine-1-carboxylate

Downstream raw materials:

gemifloxacin