(S)-(-)-1-BENZYL-3-(BOC-AMINO)PYRROLIDINE

Base Information

• Chemical Name: (S)-(-)-1-BENZYL-3-(BOC-AMINO)PYRROLIDINE
• CAS No.: 131852-53-4
• Molecular Formula: C16H24N2O2
• Molecular Weight: 276.379
• Hs Code.: 2933990090
• Mol file: 131852-53-4.mol

Synonyms:Carbamicacid, [(3S)-1-(phenylmethyl)-3-pyrrolidinyl]-, 1,1-dimethylethyl ester (9CI);Carbamic acid, [1-(phenylmethyl)-3-pyrrolidinyl]-, 1,1-dimethylethyl ester,(S)-;(S)-1-benzyl-3-(tert-butoxycarbonylamino)pyrrolidine;tert-Butyl((S)-1-benzylpyrrolidin-3-yl)carbamate;

Chemical Property of (S)-(-)-1-BENZYL-3-(BOC-AMINO)PYRROLIDINE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 77-81 °C(lit.)
• Refractive Index: 1.546
• Boiling Point: 385.142 °C at 760 mmHg
• PKA: 12.31±0.20(Predicted)
• Flash Point: 186.727 °C
• PSA: 41.57000
• Density: 1.089 g/cm³
• LogP: 3.11440
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

tert-butyl(S)-1-benzylpyrrolidin-3-ylcarbamate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-(-)-1-BENZYL-3-(BOC-AMINO)PYRROLIDINE

There total 9 articles about (S)-(-)-1-BENZYL-3-(BOC-AMINO)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: 94.1%

di-tert-butyl dicarbonate (24424-99-5) + (3S)-1-benzyl-3-pyrrolidinamine (114715-38-7) → (S)-1-benzyl-3-(tert-butoxycarbonylamino)pyrrolidine (131852-53-4)

Guidance literature:

(3S)-1-benzyl-3-pyrrolidinamine; With sodium hydroxide; In water; at 50 - 60 ℃; pH=11;

di-tert-butyl dicarbonate; In water; for 3h; pH=11;

Reference yield: 84.0%

benzaldehyde (100-52-7) + 3(S)-(tert-butoxycarbonylamino)pyrrolidine (122536-76-9,140629-77-2) → (S)-1-benzyl-3-(tert-butoxycarbonylamino)pyrrolidine (131852-53-4)

Guidance literature:

benzaldehyde; 3(S)-(tert-butoxycarbonylamino)pyrrolidine; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; at 20 ℃; for 5h;

Reference yield:

(R)-N-benzyl-3-hydroxypyrrolidine (101385-90-4,101930-07-8,101979-03-7,775-15-5) → (S)-1-benzyl-3-(tert-butoxycarbonylamino)pyrrolidine (131852-53-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 96.7 percent / Et₃N / tetrahydrofuran / 4 h / -10 - 0 °C

2: NaN₃ / dimethylformamide / 80 °C

3: LiAlH₄ / tetrahydrofuran / 6 h / Heating

4: 77 percent / CH₂Cl₂ / 20 °C

With lithium aluminium tetrahydride; sodium azide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm0100077

upstream raw materials:

benzylamine

[(S)-2-(tert-butoxycarbonyamino)butane-1 ,4-diyl dimethanesulfonate]

di-tert-butyl dicarbonate

(3S)-1-benzyl-3-pyrrolidinamine

Downstream raw materials:

(3S)-1-benzyl-3-pyrrolidinamine

((S)-1-Cyclohexyl-pyrrolidin-3-yl)-carbamic acid tert-butyl ester

(S)-(-)-1-benzyl-3-acetylaminopyrrolidine

3(S)-(tert-butoxycarbonylamino)pyrrolidine