(E)-(S)-4-tert-Butoxycarbonylamino-6-(trityl-carbamoyl)-hex-2-enoic acid 2,2-dimethyl-propyl ester

Base Information

Chemical Name:(E)-(S)-4-tert-Butoxycarbonylamino-6-(trityl-carbamoyl)-hex-2-enoic acid 2,2-dimethyl-propyl ester
CAS No.:1025934-21-7
Molecular Formula:C₃₆H₄₄N₂O₅
Molecular Weight:584.756
Hs Code.:

Synonyms:(E)-(S)-4-tert-Butoxycarbonylamino-6-(trityl-carbamoyl)-hex-2-enoic acid 2,2-dimethyl-propyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-(S)-4-tert-Butoxycarbonylamino-6-(trityl-carbamoyl)-hex-2-enoic acid 2,2-dimethyl-propyl ester

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Technology Process of (E)-(S)-4-tert-Butoxycarbonylamino-6-(trityl-carbamoyl)-hex-2-enoic acid 2,2-dimethyl-propyl ester

There total 6 articles about (E)-(S)-4-tert-Butoxycarbonylamino-6-(trityl-carbamoyl)-hex-2-enoic acid 2,2-dimethyl-propyl 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:

: 75-84-3
2,2-dimethyl-propanol-1

: 199005-74-8
(E)-(S)-4-tert-Butoxycarbonylamino-6-(trityl-carbamoyl)-hex-2-enoic acid

: 1025934-21-7
(E)-(S)-4-tert-Butoxycarbonylamino-6-(trityl-carbamoyl)-hex-2-enoic acid 2,2-dimethyl-propyl ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 23 ℃;
DOI:10.1021/jm980068d

Reference yield:

: 132388-69-3,210750-95-1
Boc-L-Gln(Trt)-OH

: 1025934-21-7
(E)-(S)-4-tert-Butoxycarbonylamino-6-(trityl-carbamoyl)-hex-2-enoic acid 2,2-dimethyl-propyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 4-methylmorpholine / CH₂Cl₂ / 0.33 h / 0 °C

2: CH₂Cl₂ / 1.) 0 deg C, 20 min, 2.) RT, 2 h

3: diisobutylaluminum hydride / toluene / 4 h / -78 °C

4: 1.) NaN(TMS)2 / 1.) THF, -78 deg C, 20 min, 2.) THF, a) -78 deg C, 2 h, b) from -78 deg C to 0 deg C, 10 min

5: 98 percent / aq. NaOH / ethanol / 3 h / 23 °C

6: 1-(3-dimethylamino)propyl-3-ethylcarbodiimide hydrochloride, 4-(dimethylamino)pyridine / CH₂Cl₂ / 23 °C

With 4-methyl-morpholine; dmap; sodium hydroxide; sodium hexamethyldisilazane; diisobutylaluminium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; dichloromethane; toluene;
DOI:10.1021/jm980068d

Reference yield:

: 199005-58-8
(S,E)-ethyl 4-(tert-butoxycarbonylamino)-7-oxo-7-(tritylamino)-hept-2-enoate

: 1025934-21-7
(E)-(S)-4-tert-Butoxycarbonylamino-6-(trityl-carbamoyl)-hex-2-enoic acid 2,2-dimethyl-propyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / aq. NaOH / ethanol / 3 h / 23 °C

2: 1-(3-dimethylamino)propyl-3-ethylcarbodiimide hydrochloride, 4-(dimethylamino)pyridine / CH₂Cl₂ / 23 °C

With dmap; sodium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; dichloromethane;
DOI:10.1021/jm980068d