(3R,4S)-rel-1-Boc--3,4-diaMinopyrrolidine

Base Information

• Chemical Name: (3R,4S)-rel-1-Boc--3,4-diaMinopyrrolidine
• CAS No.: 945217-60-7
• Molecular Formula: C9H19N3O2
• Molecular Weight: 201.27
• Mol file: 945217-60-7.mol

Synonyms:(3R,4S)-rel-1-Boc--3,4-diaMinopyrrolidine;(3R,4S)-rel-tert-Butyl 3,4-diaminopyrrolidine-1-carboxylate;tert-butyl cis-3,4-diaminopyrrolidine-1-carboxylate;Cis-N-BOC-3,4-diaminopyrrolidine

Chemical Property of (3R,4S)-rel-1-Boc--3,4-diaMinopyrrolidine

Chemical Property:

• Boiling Point: 292.2±40.0 °C(Predicted)
• PKA: 9.45±0.40(Predicted)
• PSA: 81.58000
• Density: 1.105±0.06 g/cm3(Predicted)
• LogP: 1.23020
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

95-99% ^*data from raw suppliers

(3R,4S)-rel-1-Boc-3,4-diaminopyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3R,4S)-rel-1-Boc--3,4-diaMinopyrrolidine

There total 9 articles about (3R,4S)-rel-1-Boc--3,4-diaMinopyrrolidine 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: 98.0%

tert-butyl (3S,4R)-3,4-diazidopyrrolidine-1-carboxylate (945217-59-4) → tert-butyl (3R,4S)-3,4-diaminopyrrolidine-1-carboxylate (945217-60-7,503552-68-9)

Guidance literature:

With 10 wt% Pd(OH)2 on carbon; hydrogen; In methanol; at 20 ℃; for 4h;

DOI:10.3390/ijms21051698

Reference yield:

N-(tert-butoxycarbonyl)-3-pyrroline (73286-70-1) → tert-butyl (3R,4S)-3,4-diaminopyrrolidine-1-carboxylate (945217-60-7,503552-68-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 18 h

2: (R,R)-N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminochromium(III) chloride / 4 h / 20 °C

3: trifluoroacetic acid / methanol / 0.5 h

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

5: sodium azide / N,N-dimethyl-formamide / 20 h / 80 °C

6: hydrogen / 20% palladium hydroxide-activated charcoal / 18 h

With sodium azide; (R,R)-N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminochromium(III) chloride; hydrogen; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 20% palladium hydroxide-activated charcoal; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

(3S,4S)-3-azido-4-(methanesulfonyloxy)pyrrolidine-1-carboxylic acid tert-butyl ester (1202067-51-3) → tert-butyl (3R,4S)-3,4-diaminopyrrolidine-1-carboxylate (945217-60-7,503552-68-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide / N,N-dimethyl-formamide / 20 h / 80 °C

2: hydrogen / 20% palladium hydroxide-activated charcoal / 18 h

With sodium azide; hydrogen; 20% palladium hydroxide-activated charcoal; In N,N-dimethyl-formamide;

upstream raw materials:

tert-butyl (3S,4R)-3,4-diazidopyrrolidine-1-carboxylate

(3S,4S)-3-azido-4-(methanesulfonyloxy)pyrrolidine-1-carboxylic acid tert-butyl ester

(3S,4S)-3-azido-4-(trimethylsilanyloxy)pyrrolidine-1-carboxylic acid tert-butyl ester

N-(tert-butoxycarbonyl)-3-pyrroline

Downstream raw materials:

cis-(3,6)-2-phenyl-3a,4,6,6a-tetrahydro-1H-pyrrolo[3,4-d]imidazole-5-carboxylic acid tert-butyl ester