N-Triphenylmethyl (3S)-3-{(2S,6R)-6-[(1S)-1-azido-2-phenylethyl]-2-methylmorpholin-3-one-4-yl}-4-hydroxybutyramide

Base Information

• Chemical Name: N-Triphenylmethyl (3S)-3-{(2S,6R)-6-[(1S)-1-azido-2-phenylethyl]-2-methylmorpholin-3-one-4-yl}-4-hydroxybutyramide
• CAS No.: 245523-43-7
• Molecular Formula: C₃₆H₃₇N₅O₄
• Molecular Weight: 603.721

Synonyms:N-Triphenylmethyl (3S)-3-{(2S,6R)-6-[(1S)-1-azido-2-phenylethyl]-2-methylmorpholin-3-one-4-yl}-4-hydroxybutyramide

Chemical Property of N-Triphenylmethyl (3S)-3-{(2S,6R)-6-[(1S)-1-azido-2-phenylethyl]-2-methylmorpholin-3-one-4-yl}-4-hydroxybutyramide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-Triphenylmethyl (3S)-3-{(2S,6R)-6-[(1S)-1-azido-2-phenylethyl]-2-methylmorpholin-3-one-4-yl}-4-hydroxybutyramide

There total 16 articles about N-Triphenylmethyl (3S)-3-{(2S,6R)-6-[(1S)-1-azido-2-phenylethyl]-2-methylmorpholin-3-one-4-yl}-4-hydroxybutyramide 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: 100.0%

N-Triphenylmethyl (3S)-3-{(2S,6R)-6-[(1S)-1-azido-2-phenylethyl]-2-methylmorpholin-3-one-4-yl}-4-(tert-butyldiphenylsilyloxy)butyramide (245523-42-6) → N-Triphenylmethyl (3S)-3-{(2S,6R)-6-[(1S)-1-azido-2-phenylethyl]-2-methylmorpholin-3-one-4-yl}-4-hydroxybutyramide (245523-43-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1002/(SICI)1521-3765(19990802)5:8<2241::AID-CHEM2241>3.0.CO;2-L

Reference yield:

ethyl 3-benzylacrylate (54966-42-6,1466-22-4) → N-Triphenylmethyl (3S)-3-{(2S,6R)-6-[(1S)-1-azido-2-phenylethyl]-2-methylmorpholin-3-one-4-yl}-4-hydroxybutyramide (245523-43-7)

Guidance literature:

Multi-step reaction with 11 steps

1: 81 percent / DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

2: 87 percent / Ti(OiPr)4; tBuOOH; D-(-)-diethyl tartrate / CH₂Cl₂ / 24 h / -20 °C

3: 95 percent / Ti(OiPr)2(N₃)2 / benzene / 0.5 h / Heating

4: 92 percent / DMAP; pyridine / 2 h / 0 °C

5: 76 percent / NaH / dimethylformamide / 1 h / 0 °C

6: 72 percent / ethanol / 96 h / Heating

7: 95 percent / imidazole / CH₂Cl₂ / 4 h / 0 - 20 °C

8: DIC / CH₂Cl₂ / 4 h / 0 °C

9: HCl; H₂O / tetrahydrofuran / 96 h / 20 °C

10: 84 percent / KH / tetrahydrofuran; dimethylformamide / 0.92 h / 0 °C

11: 100 percent / TBAF hydrate / tetrahydrofuran / 2 h / 20 °C

With pyridine; 1H-imidazole; titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; dmap; diethyl (2S,3S)-tartrate; diisopropoxytitanium diazide; tetrabutyl ammonium fluoride; water; potassium hydride; sodium hydride; diisobutylaluminium hydride; dacarbazine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene; 1: Reduction / 2: Epoxidation / 3: Ring cleavage / 4: Tosylation / 5: Epoxidation / 6: Alkylation / 7: Etherification / 8: Acylation / 9: Hydrolysis / 10: Cyclization / 11: Hydrolysis;

DOI:10.1002/(SICI)1521-3765(19990802)5:8<2241::AID-CHEM2241>3.0.CO;2-L

Reference yield:

(2E)-4-phenylbut-2-en-1-ol (42238-15-3,22910-59-4,49676-93-9) → N-Triphenylmethyl (3S)-3-{(2S,6R)-6-[(1S)-1-azido-2-phenylethyl]-2-methylmorpholin-3-one-4-yl}-4-hydroxybutyramide (245523-43-7)

Guidance literature:

Multi-step reaction with 10 steps

1: 87 percent / Ti(OiPr)4; tBuOOH; D-(-)-diethyl tartrate / CH₂Cl₂ / 24 h / -20 °C

2: 95 percent / Ti(OiPr)2(N₃)2 / benzene / 0.5 h / Heating

3: 92 percent / DMAP; pyridine / 2 h / 0 °C

4: 76 percent / NaH / dimethylformamide / 1 h / 0 °C

5: 72 percent / ethanol / 96 h / Heating

6: 95 percent / imidazole / CH₂Cl₂ / 4 h / 0 - 20 °C

7: DIC / CH₂Cl₂ / 4 h / 0 °C

8: HCl; H₂O / tetrahydrofuran / 96 h / 20 °C

9: 84 percent / KH / tetrahydrofuran; dimethylformamide / 0.92 h / 0 °C

10: 100 percent / TBAF hydrate / tetrahydrofuran / 2 h / 20 °C

With pyridine; 1H-imidazole; titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; dmap; diethyl (2S,3S)-tartrate; diisopropoxytitanium diazide; tetrabutyl ammonium fluoride; water; potassium hydride; sodium hydride; dacarbazine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene; 1: Epoxidation / 2: Ring cleavage / 3: Tosylation / 4: Epoxidation / 5: Alkylation / 6: Etherification / 7: Acylation / 8: Hydrolysis / 9: Cyclization / 10: Hydrolysis;

DOI:10.1002/(SICI)1521-3765(19990802)5:8<2241::AID-CHEM2241>3.0.CO;2-L

upstream raw materials:

N-Triphenylmethyl (3S)-3-{(2S,6R)-6-[(1S)-1-azido-2-phenylethyl]-2-methylmorpholin-3-one-4-yl}-4-(tert-butyldiphenylsilyloxy)butyramide

ethyl 3-benzylacrylate

(2E)-4-phenylbut-2-en-1-ol

L-Asn(Trt)

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 245523-43-7 N-Triphenylmethyl (3S)-3-{(2S,6R)-6-[(1S)-1-azido-2-phenylethyl]-2-methylmorpholin-3-one-4-yl}-4-hydroxybutyramide

Send

Send

Metric Ton KG G Pound L ML

Send

Send