(S)-5-benzyloxy-2-(3-t-butylamino-2-hydroxypropoxy)nicotinonitrile

Base Information

• Chemical Name: (S)-5-benzyloxy-2-(3-t-butylamino-2-hydroxypropoxy)nicotinonitrile
• CAS No.: 74650-77-4
• Molecular Formula: C₂₀H₂₅N₃O₃
• Molecular Weight: 355.437
• Mol file: 74650-77-4.mol

Synonyms:

Chemical Property of (S)-5-benzyloxy-2-(3-t-butylamino-2-hydroxypropoxy)nicotinonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-5-benzyloxy-2-(3-t-butylamino-2-hydroxypropoxy)nicotinonitrile

There total 10 articles about (S)-5-benzyloxy-2-(3-t-butylamino-2-hydroxypropoxy)nicotinonitrile 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:

2-chloro-5-hydroxy-3-methylpyridine (54232-03-0) → (S)-5-benzyloxy-2-(3-t-butylamino-2-hydroxypropoxy)nicotinonitrile (74650-77-4)

Guidance literature:

Multi-step reaction with 8 steps

1: 95 percent / NaH / dimethylformamide / Ambient temperature; overnight

2: 35 percent / KMnO₄ / H₂O / 1 h / Heating

3: SOCl₂ / 3 h / Heating

4: NH₃*H₂O / 0.25 h / 0 - 4 °C

5: 86 percent / triflic anhydride/triphenylphosphine oxide / CH₂Cl₂ / Ambient temperature; overnight

6: 70 percent / pyridine hydrochloride / 2 h / 200 °C

7: 100 percent / NaH / dimethylformamide / Ambient temperature; overnight

8: NaH / dimethylformamide / Ambient temperature; overnight

With potassium permanganate; thionyl chloride; trifluoromethylsulfonic anhydride; ammonia; pyridine hydrochloride; sodium hydride; Triphenylphosphine oxide; In dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

benzyl bromide (100-39-0) → (S)-5-benzyloxy-2-(3-t-butylamino-2-hydroxypropoxy)nicotinonitrile (74650-77-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / NaH / dimethylformamide / Ambient temperature; overnight

2: NaH / dimethylformamide / Ambient temperature; overnight

With sodium hydride; In N,N-dimethyl-formamide;

Reference yield:

2-chloro-5-methoxy-3-methylpyridine (74650-70-7) → (S)-5-benzyloxy-2-(3-t-butylamino-2-hydroxypropoxy)nicotinonitrile (74650-77-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 35 percent / KMnO₄ / H₂O / 1 h / Heating

2: SOCl₂ / 3 h / Heating

3: NH₃*H₂O / 0.25 h / 0 - 4 °C

4: 86 percent / triflic anhydride/triphenylphosphine oxide / CH₂Cl₂ / Ambient temperature; overnight

5: 70 percent / pyridine hydrochloride / 2 h / 200 °C

6: 100 percent / NaH / dimethylformamide / Ambient temperature; overnight

7: NaH / dimethylformamide / Ambient temperature; overnight

With potassium permanganate; thionyl chloride; trifluoromethylsulfonic anhydride; ammonia; pyridine hydrochloride; sodium hydride; Triphenylphosphine oxide; In dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

((2Ξ,5S)-3-tert-butyl-2-phenyl-oxazolidin-5-yl)-methanol

5-benzyloxy-2-chloronicotinonitrile

2-chloro-5-hydroxy-3-methylpyridine

benzyl bromide

Refernces