C₃₇H₄₅F₂N₃O₄

Base Information

• Chemical Name: C₃₇H₄₅F₂N₃O₄
• CAS No.: 1034607-32-3
• Molecular Formula: C₃₇H₄₅F₂N₃O₄
• Molecular Weight: 633.779
• Mol file: 1034607-32-3.mol

Synonyms:

Chemical Property of C₃₇H₄₅F₂N₃O₄

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₇H₄₅F₂N₃O₄

There total 21 articles about C₃₇H₄₅F₂N₃O₄ 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:

(S)-4-benzyl-3-(3-(3,5-difluorophenyl)propanoyl)oxazolidin-2-one (877078-49-4) → C37H45F2N3O4 (1034607-32-3)

Guidance literature:

Multi-step reaction with 7 steps

1: di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / -78 °C

2: lithium hydroperoxide / tetrahydrofuran; water / 0 - 20 °C

3: diphenyl phosphoryl azide / toluene

4: trifluoroacetic acid / dichloromethane / 20 °C

5: sodium tris(acetoxy)borohydride / dichloromethane / 20 °C

6: sodium hydroxide / ethanol / 60 °C

7: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / 20 °C

With lithium hydroperoxide; di-n-butylboryl trifluoromethanesulfonate; diphenyl phosphoryl azide; sodium tris(acetoxy)borohydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; toluene; 3: Curtius rearrangement;

DOI:10.1016/j.bmcl.2011.06.116

Reference yield:

(S)-2-((S)-3-butyl-2-oxopyrrolidin-1-yl)propanoic acid + (1S,2S)-1-((R)-2-(4-methoxybenzyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)-2-amino-3-(3,5-difluorophenyl)propan-1-ol (1034606-41-1) → C37H45F2N3O4 (1034607-32-3)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; at 20 ℃;

DOI:10.1016/j.bmcl.2011.06.116

Reference yield:

C24H27F2NO5 → C37H45F2N3O4 (1034607-32-3)

Guidance literature:

Multi-step reaction with 5 steps

1: diphenyl phosphoryl azide / toluene

2: trifluoroacetic acid / dichloromethane / 20 °C

3: sodium tris(acetoxy)borohydride / dichloromethane / 20 °C

4: sodium hydroxide / ethanol / 60 °C

5: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / 20 °C

With diphenyl phosphoryl azide; sodium tris(acetoxy)borohydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; In ethanol; dichloromethane; toluene; 1: Curtius rearrangement;

DOI:10.1016/j.bmcl.2011.06.116

upstream raw materials:

(R)-tert-butyl3-((4S,5S)-4-(3,5-difluorobenzyl)-2-oxooxazolidin-5-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

(1S,2S)-1-((R)-2-(4-methoxybenzyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)-2-amino-3-(3,5-difluorophenyl)propan-1-ol

(S)-4-benzyl-3-(3-(3,5-difluorophenyl)propanoyl)oxazolidin-2-one

(R)-tert-butyl 3-((1S,2S)-2-(3,5-difluorobenzyl)-3-((S)-4-benzyl-2-oxooxazolidin-3-yl)-1-hydroxy-3-oxopropyl)-3,4-dihydro-isoquinoline-2(1H)-carboxylate

Downstream raw materials:

(S)-2-((S)-3-butyl-2-oxopyrrolidin-1-yl)-N-((1R,2S)-3-(3,5-difluorophenyl)-1-hydroxy-1-((R)-1,2,3,4-tetrahydroisoquinolin-3-yl)propan-2-yl)propanamide

Refernces

• 1、 Boy, Kenneth M.,Guernon, Jason M.,Shi, Jianliang,Toyn, Jeremy H.,Meredith, Jere E.,Barten, Donna M.,Burton, Catherine R.,Albright, Charles F.,Marcinkeviciene, Jovita,Good, Andrew C.,Tebben, Andrew J.,Muckelbauer, Jodi K.,Camac, Daniel M.,Lentz, Kimberley A.,Bronson, Joanne J.,Olson, Richard E.,MacOr, John E.,Thompson III, Lorin A.. "Monosubstituted γ-lactam and conformationally constrained 1,3-diaminopropan-2-ol transition-state isostere inhibitors of β-secretase (BACE)". scheme or table. p. 6916 - 6924. Retrieved 2011/12/22.