benzyl N-[3-(5,5-dimethyl-1,3-dioxan-2-yl)-5-(1-phenylethylamino)pentyl]-N'-(1-phenylethyl)carbamate

Base Information

• Chemical Name: benzyl N-[3-(5,5-dimethyl-1,3-dioxan-2-yl)-5-(1-phenylethylamino)pentyl]-N'-(1-phenylethyl)carbamate
• CAS No.: 845306-69-6
• Molecular Formula: C₃₄H₄₄N₂O₄
• Molecular Weight: 544.734

Synonyms:benzyl N-[3-(5,5-dimethyl-1,3-dioxan-2-yl)-5-(1-phenylethylamino)pentyl]-N'-(1-phenylethyl)carbamate

Chemical Property of benzyl N-[3-(5,5-dimethyl-1,3-dioxan-2-yl)-5-(1-phenylethylamino)pentyl]-N'-(1-phenylethyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl N-[3-(5,5-dimethyl-1,3-dioxan-2-yl)-5-(1-phenylethylamino)pentyl]-N'-(1-phenylethyl)carbamate

There total 12 articles about benzyl N-[3-(5,5-dimethyl-1,3-dioxan-2-yl)-5-(1-phenylethylamino)pentyl]-N'-(1-phenylethyl)carbamate 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-(5,5-Dimethyl-2-{2-[(E)-(R)-1-phenyl-ethylimino]-ethyl}-[1,3]dioxan-2-yl)-ethyl]-((R)-1-phenyl-ethyl)-carbamic acid benzyl ester → benzyl N-[3-(5,5-dimethyl-1,3-dioxan-2-yl)-5-(1-phenylethylamino)pentyl]-N'-(1-phenylethyl)carbamate (845306-69-6)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 1h;

DOI:10.1002/ejoc.200400615

Reference yield:

3-oxopentanedioic acid dimethyl ester (1830-54-2) → benzyl N-[3-(5,5-dimethyl-1,3-dioxan-2-yl)-5-(1-phenylethylamino)pentyl]-N'-(1-phenylethyl)carbamate (845306-69-6)

Guidance literature:

Multi-step reaction with 11 steps

1: 99 percent / TMSOTf / CH₂Cl₂ / 18 h / 20 °C

2: 97 percent / LiAlH₄ / tetrahydrofuran / 0.08 h / 0 °C

3: 58 percent / Et₃N / CH₂Cl₂ / 12 h / 20 °C

4: 97 percent / DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 - 20 °C / Swern oxidation

5: ethanol / 2 h / 20 °C

6: 1.68 g / NaBH₄ / methanol / 1 h / 20 °C

7: 92 percent / iPr₂EtN / CH₂Cl₂ / 0.08 h / 0 °C

8: 95 percent / KOH / ethanol / 0.75 h / 20 °C

9: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 - 20 °C

10: methanol / 1 h / 20 °C

11: 6.52 g / NaBH₄ / methanol / 1 h / 20 °C

With potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; 9: Swern oxidation;

DOI:10.1002/ejoc.200400615

Reference yield:

2, 2, 5, 5, 8, 8-hexamethyl-3, 7-dioxa-2, 8-disilanonane (2117-23-9) → benzyl N-[3-(5,5-dimethyl-1,3-dioxan-2-yl)-5-(1-phenylethylamino)pentyl]-N'-(1-phenylethyl)carbamate (845306-69-6)

Guidance literature:

Multi-step reaction with 11 steps

1: 99 percent / TMSOTf / CH₂Cl₂ / 18 h / 20 °C

2: 97 percent / LiAlH₄ / tetrahydrofuran / 0.08 h / 0 °C

3: 58 percent / Et₃N / CH₂Cl₂ / 12 h / 20 °C

4: 97 percent / DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 - 20 °C / Swern oxidation

5: ethanol / 2 h / 20 °C

6: 1.68 g / NaBH₄ / methanol / 1 h / 20 °C

7: 92 percent / iPr₂EtN / CH₂Cl₂ / 0.08 h / 0 °C

8: 95 percent / KOH / ethanol / 0.75 h / 20 °C

9: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 - 20 °C

10: methanol / 1 h / 20 °C

11: 6.52 g / NaBH₄ / methanol / 1 h / 20 °C

With potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; 9: Swern oxidation;

DOI:10.1002/ejoc.200400615

upstream raw materials:

3-oxopentanedioic acid dimethyl ester

2, 2, 5, 5, 8, 8-hexamethyl-3, 7-dioxa-2, 8-disilanonane

dimethyl 3-(5,5-dimethyl-1,3-dioxan-2-yl)pentanedioate

3-(5,5-dimethyl-1,3-dioxan-2-yl)pentane-1,5-diol

Downstream raw materials:

[2-(2-{2-[Benzyloxycarbonyl-((R)-1-phenyl-ethyl)-amino]-ethyl}-5,5-dimethyl-[1,3]dioxan-2-yl)-ethyl]-((R)-1-phenyl-ethyl)-carbamic acid benzyl ester

3-(5,5-dimethyl-1,3-dioxan-2-yl)-N,n'-bis(1-phenylethyl)pentane-1,5-diamine

3,3-dimethoxy-N,N'-bis(1-phenylethyl)pentane-1,5-diamine

benzyl {5-[benzyloxycarbonyl-(1-phenylethyl)amino]-3-oxopentyl}-(1-phenylethyl)carbamate

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