benzyl {2-benzyloxy-5-hydroxy-1-[2-hydroxy-3-(4-oxo-4H-quinazolin-3-yl)propyl]-pentyl}carbamate

Base Information

Chemical Name:benzyl {2-benzyloxy-5-hydroxy-1-[2-hydroxy-3-(4-oxo-4H-quinazolin-3-yl)propyl]-pentyl}carbamate
CAS No.:391242-48-1
Molecular Formula:C₃₁H₃₅N₃O₆
Molecular Weight:545.635
Hs Code.:

Synonyms:benzyl {2-benzyloxy-5-hydroxy-1-[2-hydroxy-3-(4-oxo-4H-quinazolin-3-yl)propyl]-pentyl}carbamate

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Chemical Property of benzyl {2-benzyloxy-5-hydroxy-1-[2-hydroxy-3-(4-oxo-4H-quinazolin-3-yl)propyl]-pentyl}carbamate

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Technology Process of benzyl {2-benzyloxy-5-hydroxy-1-[2-hydroxy-3-(4-oxo-4H-quinazolin-3-yl)propyl]-pentyl}carbamate

There total 7 articles about benzyl {2-benzyloxy-5-hydroxy-1-[2-hydroxy-3-(4-oxo-4H-quinazolin-3-yl)propyl]-pentyl}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: 69.0%

: 491-36-1
4-Hydroxyquinazoline

: 391243-19-9
benzyl (2-benzyloxy-5-hydroxy-1-oxiranylmethylpentyl)carbamate

: 391242-48-1
benzyl {2-benzyloxy-5-hydroxy-1-[2-hydroxy-3-(4-oxo-4H-quinazolin-3-yl)propyl]-pentyl}carbamate

Guidance literature:: With potassium hydroxide; In methanol; for 32.5h; Heating;
DOI:10.1021/ja0170448

Reference yield:

: (2R,3S)-3-acetoxy-2-methoxy-3,6-dihydro-2H-pyran

: 391242-48-1
benzyl {2-benzyloxy-5-hydroxy-1-[2-hydroxy-3-(4-oxo-4H-quinazolin-3-yl)propyl]-pentyl}carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: MeLi / tetrahydrofuran; diethyl ether; dimethylformamide / -20 - 20 °C

1.2: 83 percent / tetrahydrofuran; diethyl ether; dimethylformamide / 3.5 h / 20 - 50 °C

2.1: H₂ / PtO₂ / ethanol / 1.5 h / 20 °C / 760.05 Torr

3.1: TMSOTf; 4 Angstroem MS / CH₂Cl₂ / 0.08 h / 20 °C

4.1: TMSOTf / acetonitrile / 17.5 h / -20 °C

5.1: 76 percent / m-CPBA / CH₂Cl₂ / 18.5 h / 20 °C

6.1: 69 percent / KOH / methanol / 32.5 h / Heating

With potassium hydroxide; trimethylsilyl trifluoromethanesulfonate; 4 Angstroem MS; methyllithium; hydrogen; 3-chloro-benzenecarboperoxoic acid; platinum(IV) oxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja0170448

Reference yield:

: 100-39-0
benzyl bromide

: 391242-48-1
benzyl {2-benzyloxy-5-hydroxy-1-[2-hydroxy-3-(4-oxo-4H-quinazolin-3-yl)propyl]-pentyl}carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: MeLi / tetrahydrofuran; diethyl ether; dimethylformamide / -20 - 20 °C

1.2: 83 percent / tetrahydrofuran; diethyl ether; dimethylformamide / 3.5 h / 20 - 50 °C

2.1: H₂ / PtO₂ / ethanol / 1.5 h / 20 °C / 760.05 Torr

3.1: TMSOTf; 4 Angstroem MS / CH₂Cl₂ / 0.08 h / 20 °C

4.1: TMSOTf / acetonitrile / 17.5 h / -20 °C

5.1: 76 percent / m-CPBA / CH₂Cl₂ / 18.5 h / 20 °C

6.1: 69 percent / KOH / methanol / 32.5 h / Heating

With potassium hydroxide; trimethylsilyl trifluoromethanesulfonate; 4 Angstroem MS; methyllithium; hydrogen; 3-chloro-benzenecarboperoxoic acid; platinum(IV) oxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja0170448