9H-fluoren-9-ylmethyl [11-{[(2E)-4-(2,2-diphenylethylamino)-4-oxobut-2-enoyl]amino}-6-(tert-butyldimethylsilyloxymethyl)undecyl]carbamate

Base Information

Chemical Name:9H-fluoren-9-ylmethyl [11-{[(2E)-4-(2,2-diphenylethylamino)-4-oxobut-2-enoyl]amino}-6-(tert-butyldimethylsilyloxymethyl)undecyl]carbamate
CAS No.:883981-63-3
Molecular Formula:C₅₁H₆₇N₃O₅Si
Molecular Weight:830.196
Hs Code.:

Synonyms:9H-fluoren-9-ylmethyl [11-{[(2E)-4-(2,2-diphenylethylamino)-4-oxobut-2-enoyl]amino}-6-(tert-butyldimethylsilyloxymethyl)undecyl]carbamate

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Chemical Property of 9H-fluoren-9-ylmethyl [11-{[(2E)-4-(2,2-diphenylethylamino)-4-oxobut-2-enoyl]amino}-6-(tert-butyldimethylsilyloxymethyl)undecyl]carbamate

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Technology Process of 9H-fluoren-9-ylmethyl [11-{[(2E)-4-(2,2-diphenylethylamino)-4-oxobut-2-enoyl]amino}-6-(tert-butyldimethylsilyloxymethyl)undecyl]carbamate

There total 7 articles about 9H-fluoren-9-ylmethyl [11-{[(2E)-4-(2,2-diphenylethylamino)-4-oxobut-2-enoyl]amino}-6-(tert-butyldimethylsilyloxymethyl)undecyl]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: 63.0%

: 883981-62-2
{11-[3-(2,2-diphenyl-ethylcarbamoyl)-acryloylamino]-6-hydroxymethyl-undecyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

: 18162-48-6
tert-butyldimethylsilyl chloride

: 883981-63-3
9H-fluoren-9-ylmethyl [11-{[(2E)-4-(2,2-diphenylethylamino)-4-oxobut-2-enoyl]amino}-6-(tert-butyldimethylsilyloxymethyl)undecyl]carbamate

Guidance literature:: With 1H-imidazole; In dichloromethane; for 2h;
DOI:10.1021/ja057664z

Reference yield:

: (11-amino-6-hydroxymethyl-undecyl)-carbamic acid benzyl ester

: 883981-63-3
9H-fluoren-9-ylmethyl [11-{[(2E)-4-(2,2-diphenylethylamino)-4-oxobut-2-enoyl]amino}-6-(tert-butyldimethylsilyloxymethyl)undecyl]carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1.10 g / Et₃N / CH₂Cl₂ / 0.75 h

2.1: H₂; HCl / Pd/C / diethyl ether; methanol / atmospheric pressure

3.1: 1-[3-dimethylaminopropyl]-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate; triethylamine / CH₂Cl₂ / 0.5 h / 20 °C

3.2: 550 mg / triethylamine / CH₂Cl₂ / 4 h / 20 °C

4.1: 63 percent / imidazole / CH₂Cl₂ / 2 h

With 1H-imidazole; hydrogenchloride; hydrogen; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/ja057664z

Reference yield:

: 883981-59-7
methyl 7-{[(allyloxy)carbonyl]amino}-2-(5-{[(benzyloxy)carbonyl]amino}pentyl)heptanoate

: 883981-63-3
9H-fluoren-9-ylmethyl [11-{[(2E)-4-(2,2-diphenylethylamino)-4-oxobut-2-enoyl]amino}-6-(tert-butyldimethylsilyloxymethyl)undecyl]carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 68 percent / diisobutylaluminum hydride / toluene; tetrahydrofuran / 4 h / -78 °C

2.1: phenylsilane; Pd(PPh₃)4 / CH₂Cl₂ / 0.75 h

3.1: 1.10 g / Et₃N / CH₂Cl₂ / 0.75 h

4.1: H₂; HCl / Pd/C / diethyl ether; methanol / atmospheric pressure

5.1: 1-[3-dimethylaminopropyl]-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate; triethylamine / CH₂Cl₂ / 0.5 h / 20 °C

5.2: 550 mg / triethylamine / CH₂Cl₂ / 4 h / 20 °C

6.1: 63 percent / imidazole / CH₂Cl₂ / 2 h

With 1H-imidazole; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane; hydrogen; diisobutylaluminium hydride; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1021/ja057664z