1-benzoyl-6-(benzoylamino)-7-(benzyloxy)-3-[(tert-butyldimethylsilyl)oxy]-5-cyano-1,2,3,4-tetrahydroquinoline

Base Information

Chemical Name:1-benzoyl-6-(benzoylamino)-7-(benzyloxy)-3-[(tert-butyldimethylsilyl)oxy]-5-cyano-1,2,3,4-tetrahydroquinoline
CAS No.:174873-46-2
Molecular Formula:C₃₇H₃₉N₃O₄Si
Molecular Weight:617.82
Hs Code.:

Synonyms:1-benzoyl-6-(benzoylamino)-7-(benzyloxy)-3-[(tert-butyldimethylsilyl)oxy]-5-cyano-1,2,3,4-tetrahydroquinoline

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Chemical Property of 1-benzoyl-6-(benzoylamino)-7-(benzyloxy)-3-[(tert-butyldimethylsilyl)oxy]-5-cyano-1,2,3,4-tetrahydroquinoline

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Technology Process of 1-benzoyl-6-(benzoylamino)-7-(benzyloxy)-3-[(tert-butyldimethylsilyl)oxy]-5-cyano-1,2,3,4-tetrahydroquinoline

There total 17 articles about 1-benzoyl-6-(benzoylamino)-7-(benzyloxy)-3-[(tert-butyldimethylsilyl)oxy]-5-cyano-1,2,3,4-tetrahydroquinoline 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: 97.0%

: 174873-45-1
3-(benzyloxy)-2,5-bis(benzoylamino)-6-[2-[(tert-butyldimethylsilyl)oxy]-3-[(p-toluenesulfonyl)oxy]propyl]benzonitrile

: 174873-46-2
1-benzoyl-6-(benzoylamino)-7-(benzyloxy)-3-[(tert-butyldimethylsilyl)oxy]-5-cyano-1,2,3,4-tetrahydroquinoline

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1021/ja953777e

Reference yield: 74.0%

: C₃₇H₄₁N₃O₅Si

: 174873-46-2
1-benzoyl-6-(benzoylamino)-7-(benzyloxy)-3-[(tert-butyldimethylsilyl)oxy]-5-cyano-1,2,3,4-tetrahydroquinoline

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;
DOI:10.1021/ja962431g

Reference yield:

: 100-44-7
benzyl chloride

: 174873-46-2
1-benzoyl-6-(benzoylamino)-7-(benzyloxy)-3-[(tert-butyldimethylsilyl)oxy]-5-cyano-1,2,3,4-tetrahydroquinoline

Guidance literature:: Multi-step reaction with 11 steps

1.1: 94 percent

2.1: 100 percent / NBS

3.1: 95 percent

4.1: 100 percent / Al-Hg

5.1: 96 percent

6.1: 84 percent / Pb(OAc)4 / 4 h / 25 °C

7.1: BF₃*Et₂O / CH₂Cl₂ / 0.5 h / -20 °C

7.2: 89 percent / CH₂Cl₂ / 3 h / -20 °C

8.1: 95 percent / N-methylmorpholine N-oxide / OsO₄ / acetone; H₂O; toluene / 25 °C

9.1: Bu₂SnO / toluene; tetrahydrofuran / 6 h / Heating

9.2: 94 percent / Et₃N / toluene / 12 h / 25 °C

10.1: 75 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / 0 °C

11.1: 97 percent / NaH / tetrahydrofuran / 2 h / 0 °C

With 2,6-dimethylpyridine; lead(IV) acetate; N-Bromosuccinimide; aluminium amalgam; boron trifluoride diethyl etherate; sodium hydride; di(n-butyl)tin oxide; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In tetrahydrofuran; dichloromethane; water; acetone; toluene; 1.1: Alkylation / 2.1: Bromination / 3.1: Substitution / 4.1: Reduction / 5.1: Acylation / 6.1: Oxidation / 7.1: Addition / 7.2: Addition / 8.1: hydroxylation / 9.1: Addition / 9.2: Tosylation / 10.1: silylation / 11.1: Cyclization;
DOI:10.1021/ja962431g