3-(2-{3-[3-[(2-benzyloxycarbonylamino-3-phenyl-propionyl)-(6-tert-butoxycarbonylamino-hexyl)-amino]-2-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionylamino}-2-methoxycarbonyl-ethyl)-indole-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:3-(2-{3-[3-[(2-benzyloxycarbonylamino-3-phenyl-propionyl)-(6-tert-butoxycarbonylamino-hexyl)-amino]-2-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionylamino}-2-methoxycarbonyl-ethyl)-indole-1-carboxylic acid tert-butyl ester
CAS No.:405928-05-4
Molecular Formula:C₆₀H₈₇N₅O₁₁Si
Molecular Weight:1082.46
Hs Code.:

3-(2-{3-[3-[(2-benzyloxycarbonylamino-3-phenyl-propionyl)-(6-<i>tert</i>-butoxycarbonylamino-hexyl)-amino]-2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionylamino}-2-methoxycarbonyl-ethyl)-indole-1-carboxylic acid <i>tert</i>-butyl ester

Synonyms:3-(2-{3-[3-[(2-benzyloxycarbonylamino-3-phenyl-propionyl)-(6-tert-butoxycarbonylamino-hexyl)-amino]-2-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionylamino}-2-methoxycarbonyl-ethyl)-indole-1-carboxylic acid tert-butyl ester

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Chemical Property of 3-(2-{3-[3-[(2-benzyloxycarbonylamino-3-phenyl-propionyl)-(6-tert-butoxycarbonylamino-hexyl)-amino]-2-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionylamino}-2-methoxycarbonyl-ethyl)-indole-1-carboxylic acid tert-butyl ester

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Technology Process of 3-(2-{3-[3-[(2-benzyloxycarbonylamino-3-phenyl-propionyl)-(6-tert-butoxycarbonylamino-hexyl)-amino]-2-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionylamino}-2-methoxycarbonyl-ethyl)-indole-1-carboxylic acid tert-butyl ester

There total 7 articles about 3-(2-{3-[3-[(2-benzyloxycarbonylamino-3-phenyl-propionyl)-(6-tert-butoxycarbonylamino-hexyl)-amino]-2-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionylamino}-2-methoxycarbonyl-ethyl)-indole-1-carboxylic acid tert-butyl 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: 81.0%

: 1161-13-3
N-Cbz-L-Phe

: 405928-03-2
3-(2-{3-[3-(6-tert-butoxycarbonylamino-hexylamino)-2-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionylamino}-2-methoxycarbonyl-ethyl)-indole-1-carboxylic acid tert-butyl ester

: 405928-05-4
3-(2-{3-[3-[(2-benzyloxycarbonylamino-3-phenyl-propionyl)-(6-tert-butoxycarbonylamino-hexyl)-amino]-2-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionylamino}-2-methoxycarbonyl-ethyl)-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 40 ℃; for 6h;
DOI:10.1021/jo0160569

Reference yield:

: 96238-70-9
1-tert-butoxycarbonyl-L-tryptophane methyl ester

: 405928-05-4
3-(2-{3-[3-[(2-benzyloxycarbonylamino-3-phenyl-propionyl)-(6-tert-butoxycarbonylamino-hexyl)-amino]-2-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionylamino}-2-methoxycarbonyl-ethyl)-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / HBTU; DIEA / dimethylformamide / 2.5 h / 20 °C

2: 83 percent / hydrogen / 10percent Pd/C / methanol / 3 h / 20 °C / 760.05 Torr

3: AcOH; 4 Angstroem molecular sieves / CDCl₃ / 50 °C

4: 0.574 g / NaBH₄ / methanol / 0.5 h / 0 - 20 °C

5: 81 percent / DIEA; HBTU / dimethylformamide / 6 h / 40 °C

With sodium tetrahydroborate; 4 A molecular sieve; hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; 10percent Pd/C; In methanol; chloroform-d1; N,N-dimethyl-formamide;
DOI:10.1021/jo0160569

Reference yield:

: 143824-78-6,163619-04-3
3-[(S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]indole-1-carboxylic acid tert-butyl ester

: 405928-05-4
3-(2-{3-[3-[(2-benzyloxycarbonylamino-3-phenyl-propionyl)-(6-tert-butoxycarbonylamino-hexyl)-amino]-2-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-propionylamino}-2-methoxycarbonyl-ethyl)-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 83 percent / DMAP; EDC / 1 h / 20 °C

2: 67 percent / piperidine / dimethylformamide / 0.5 h / 20 °C

3: 84 percent / HBTU; DIEA / dimethylformamide / 2.5 h / 20 °C

4: 83 percent / hydrogen / 10percent Pd/C / methanol / 3 h / 20 °C / 760.05 Torr

5: AcOH; 4 Angstroem molecular sieves / CDCl₃ / 50 °C

6: 0.574 g / NaBH₄ / methanol / 0.5 h / 0 - 20 °C

7: 81 percent / DIEA; HBTU / dimethylformamide / 6 h / 40 °C

With piperidine; dmap; sodium tetrahydroborate; 4 A molecular sieve; hydrogen; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; 10percent Pd/C; In methanol; chloroform-d1; N,N-dimethyl-formamide;
DOI:10.1021/jo0160569