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

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Chemical Name:3-(benzyloxy)-2,5-bis(benzoylamino)-6-[2-[(tert-butyldimethylsilyl)oxy]-3-[(p-toluenesulfonyl)oxy]propyl]benzonitrile
CAS No.:174873-45-1
Molecular Formula:C₄₄H₄₇N₃O₇SSi
Molecular Weight:790.025
Hs Code.:

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

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Chemical Property of 3-(benzyloxy)-2,5-bis(benzoylamino)-6-[2-[(tert-butyldimethylsilyl)oxy]-3-[(p-toluenesulfonyl)oxy]propyl]benzonitrile

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Technology Process of 3-(benzyloxy)-2,5-bis(benzoylamino)-6-[2-[(tert-butyldimethylsilyl)oxy]-3-[(p-toluenesulfonyl)oxy]propyl]benzonitrile

There total 14 articles about 3-(benzyloxy)-2,5-bis(benzoylamino)-6-[2-[(tert-butyldimethylsilyl)oxy]-3-[(p-toluenesulfonyl)oxy]propyl]benzonitrile 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: 75.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 174873-44-0
3-(benzyloxy)-2,5-bis(benzoylamino)-6-[2-hydroxy-3-[(p-toluenesulfonyl)oxy]propyl]benzonitrile

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

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 3h;
DOI:10.1021/ja962431g

Reference yield:

: 25945-96-4
2-benzyloxy-4-nitro-phenylamine

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

Guidance literature:: Multi-step reaction with 9 steps

1.1: 100 percent / NBS

2.1: 95 percent

3.1: 100 percent / Al-Hg

4.1: 96 percent

5.1: 84 percent / Pb(OAc)4 / 4 h / 25 °C

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

6.2: 89 percent / CH₂Cl₂ / 3 h / -20 °C

7.1: 95 percent / N-methylmorpholine N-oxide / OsO₄ / acetone; H₂O; toluene / 25 °C

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

8.2: 94 percent / Et₃N / toluene / 12 h / 25 °C

9.1: 75 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / 0 °C

With 2,6-dimethylpyridine; lead(IV) acetate; N-Bromosuccinimide; aluminium amalgam; boron trifluoride diethyl etherate; di(n-butyl)tin oxide; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In tetrahydrofuran; dichloromethane; water; acetone; toluene; 1.1: Bromination / 2.1: Substitution / 3.1: Reduction / 4.1: Acylation / 5.1: Oxidation / 6.1: Addition / 6.2: Addition / 7.1: hydroxylation / 8.1: Addition / 8.2: Tosylation / 9.1: silylation;
DOI:10.1021/ja962431g

Reference yield:

: 127028-17-5
2-(benzyloxy)-6-bromo-4-nitro-aniline

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

Guidance literature:: Multi-step reaction with 8 steps

1.1: 95 percent

2.1: 100 percent / Al-Hg

3.1: 96 percent

4.1: 84 percent / Pb(OAc)4 / 4 h / 25 °C

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

5.2: 89 percent / CH₂Cl₂ / 3 h / -20 °C

6.1: 95 percent / N-methylmorpholine N-oxide / OsO₄ / acetone; H₂O; toluene / 25 °C

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

7.2: 94 percent / Et₃N / toluene / 12 h / 25 °C

8.1: 75 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / 0 °C

With 2,6-dimethylpyridine; lead(IV) acetate; aluminium amalgam; boron trifluoride diethyl etherate; di(n-butyl)tin oxide; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In tetrahydrofuran; dichloromethane; water; acetone; toluene; 1.1: Substitution / 2.1: Reduction / 3.1: Acylation / 4.1: Oxidation / 5.1: Addition / 5.2: Addition / 6.1: hydroxylation / 7.1: Addition / 7.2: Tosylation / 8.1: silylation;
DOI:10.1021/ja962431g