Carbamic acid, (3,3-dimethoxy-1,5-pentanediyl)bis[[(1R)-1-phenylethyl]-, bis(phenylmethyl) ester

Base Information

Chemical Name:Carbamic acid, (3,3-dimethoxy-1,5-pentanediyl)bis[[(1R)-1-phenylethyl]-, bis(phenylmethyl) ester
CAS No.:845306-74-3
Molecular Formula:C39H46N2O6
Molecular Weight:638.804
Hs Code.:

Synonyms:

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Chemical Property of Carbamic acid, (3,3-dimethoxy-1,5-pentanediyl)bis[[(1R)-1-phenylethyl]-, bis(phenylmethyl) ester

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Technology Process of Carbamic acid, (3,3-dimethoxy-1,5-pentanediyl)bis[[(1R)-1-phenylethyl]-, bis(phenylmethyl) ester

There total 15 articles about Carbamic acid, (3,3-dimethoxy-1,5-pentanediyl)bis[[(1R)-1-phenylethyl]-, bis(phenylmethyl) ester 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: 90.0%

: 1825-61-2
Trimethylmethoxysilane

: 845306-73-2
benzyl {5-[benzyloxycarbonyl-(1-phenylethyl)amino]-3-oxopentyl}-(1-phenylethyl)carbamate

: 845306-74-3
{5-[Benzyloxycarbonyl-((R)-1-phenyl-ethyl)-amino]-3,3-dimethoxy-pentyl}-((R)-1-phenyl-ethyl)-carbamic acid benzyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -2 ℃; for 6h;
DOI:10.1002/ejoc.200400615

Reference yield:

: 1830-54-2
3-oxopentanedioic acid dimethyl ester

: 845306-74-3
{5-[Benzyloxycarbonyl-((R)-1-phenyl-ethyl)-amino]-3,3-dimethoxy-pentyl}-((R)-1-phenyl-ethyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 14 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

12: 95 percent / iPr₂EtN / CH₂Cl₂ / 0.08 h / 0 °C

13: 93 percent / TsOH / acetone / 20 °C

14: 90 percent / TMSOTf / CH₂Cl₂ / 6 h / -2 °C

With potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone; 9: Swern oxidation;
DOI:10.1002/ejoc.200400615

Reference yield:

: 3886-69-9
(R)-1-phenyl-ethyl-amine

: 845306-74-3
{5-[Benzyloxycarbonyl-((R)-1-phenyl-ethyl)-amino]-3,3-dimethoxy-pentyl}-((R)-1-phenyl-ethyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: ethanol / 2 h / 20 °C

2: 1.68 g / NaBH₄ / methanol / 1 h / 20 °C

3: 92 percent / iPr₂EtN / CH₂Cl₂ / 0.08 h / 0 °C

4: 95 percent / KOH / ethanol / 0.75 h / 20 °C

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

6: methanol / 1 h / 20 °C

7: 6.52 g / NaBH₄ / methanol / 1 h / 20 °C

8: 95 percent / iPr₂EtN / CH₂Cl₂ / 0.08 h / 0 °C

9: 93 percent / TsOH / acetone / 20 °C

10: 90 percent / TMSOTf / CH₂Cl₂ / 6 h / -2 °C

With potassium hydroxide; sodium tetrahydroborate; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; ethanol; dichloromethane; acetone; 5: Swern oxidation;
DOI:10.1002/ejoc.200400615