(2S,4S)-4-t-butoxycarbonylamino-2-methyl-1-N-benzylpyrrolidine

Base Information

• Chemical Name: (2S,4S)-4-t-butoxycarbonylamino-2-methyl-1-N-benzylpyrrolidine
• CAS No.: 139161-74-3
• Molecular Formula: C₁₇H₂₆N₂O₂
• Molecular Weight: 290.406
• Mol file: 139161-74-3.mol

Synonyms:(2S,4S)-4-t-butoxycarbonylamino-2-methyl-1-N-benzylpyrrolidine

Chemical Property of (2S,4S)-4-t-butoxycarbonylamino-2-methyl-1-N-benzylpyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-4-t-butoxycarbonylamino-2-methyl-1-N-benzylpyrrolidine

There total 16 articles about (2S,4S)-4-t-butoxycarbonylamino-2-methyl-1-N-benzylpyrrolidine 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: 92.4%

→ (2S,4S)-4-t-butoxycarbonylamino-2-methyl-1-N-benzylpyrrolidine (139161-74-3)

Guidance literature:

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (2S,4S)-4-t-butoxycarbonylamino-2-methyl-1-N-benzylpyrrolidine (139161-74-3)

Guidance literature:

With triethylamine; In methanol; dichloromethane; water;

Reference yield:

benzaldehyde (100-52-7) → (2S,4S)-4-t-butoxycarbonylamino-2-methyl-1-N-benzylpyrrolidine (139161-74-3)

Guidance literature:

Multi-step reaction with 11 steps

1: NaBH₄ / methanol / 1.3 h / Ambient temperature

2: NaHSO₃ / H₂O / 2 h / 35 - 60 °C

3: 14 h

4: CCl₄/PPh₃ / CH₂Cl₂ / 26.5 h / Ambient temperature

5: dimethylsulfoxide / 22 h / 60 °C

6: KO-tBu / toluene / 1.25 h / 0 deg C up to RT

7: conc. HCl / 66 h / RT down to -80 deg C

8: H₂ / Pt / methanol / 23 °C

9: DEAD/PPh₃ / tetrahydrofuran / 0.33 h / Ambient temperature

10: N₂H₄ / ethanol / 3 h / Heating

11: methanol; H₂O / 16 h / Ambient temperature

With hydrogenchloride; tetrachloromethane; sodium tetrahydroborate; potassium tert-butylate; hydrogen; sodium hydrogensulfite; triphenylphosphine; hydrazine; diethylazodicarboxylate; platinum; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; toluene;

DOI:10.1016/0040-4039(95)01813-W

upstream raw materials:

di-tert-butyl dicarbonate

(S)-1-Benzyl-5-methyl-pyrrolidin-3-ylamine

(3S,5S)-1-Benzyl-5-methyl-pyrrolidin-3-ylamine

(S)-N-benzylalaninol

Downstream raw materials:

(2S,4S)-4-t-Butoxycarbonylamino-2-methylpyrrolidine