3-({3-[2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-2-ethoxycarbonylmethyl-piperidine-1-carbonyl}-amino)-benzoic acid

Base Information

Chemical Name:3-({3-[2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-2-ethoxycarbonylmethyl-piperidine-1-carbonyl}-amino)-benzoic acid
CAS No.:352274-84-1
Molecular Formula:C₃₃H₄₁N₅O₈
Molecular Weight:635.717
Hs Code.:

3-({3-[2-<i>tert</i>-butoxycarbonylamino-3-(1<i>H</i>-indol-3-yl)-propionylamino]-2-ethoxycarbonylmethyl-piperidine-1-carbonyl}-amino)-benzoic acid

Synonyms:3-({3-[2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-2-ethoxycarbonylmethyl-piperidine-1-carbonyl}-amino)-benzoic acid

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Chemical Property of 3-({3-[2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-2-ethoxycarbonylmethyl-piperidine-1-carbonyl}-amino)-benzoic acid

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Technology Process of 3-({3-[2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-2-ethoxycarbonylmethyl-piperidine-1-carbonyl}-amino)-benzoic acid

There total 8 articles about 3-({3-[2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-2-ethoxycarbonylmethyl-piperidine-1-carbonyl}-amino)-benzoic acid 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:

: 2480-93-5,16937-92-1
(R)-Nδ-benzyloxycarbonyl-Nα-(tert-butoxycarbonyl)-ornithine

: 352274-84-1
3-({3-[2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-2-ethoxycarbonylmethyl-piperidine-1-carbonyl}-amino)-benzoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: 98 percent / 24 h / 20 °C

2.1: 80 percent / BOP; TEA / CH₂Cl₂ / 6 h / 20 °C

3.1: 100 percent / aq. NaOH / 0.25 h / 20 °C

4.1: tetrahydrofuran / 2 h / 20 °C

5.1: lithium bis(trimethylsilyl)amide / hexane / 0.25 h / -78 °C

5.2: 63 percent / hexane; tetrahydrofuran / 25 h / -78 °C

6.1: 134 mg / H₂ / 10percent Pd/C / ethanol / 168 h / 20 °C / 2280.15 Torr

7.1: tetrahydrofuran / 16 h / 20 °C

With sodium hydroxide; TEA; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; lithium hexamethyldisilazane; 10percent Pd/C; In tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.1021/jm010813d

Reference yield:

: 352274-96-5
(R)-methyl 2-amino-5-(((benzyloxy)carbonyl)amino)pentanoate

: 352274-84-1
3-({3-[2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-2-ethoxycarbonylmethyl-piperidine-1-carbonyl}-amino)-benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 80 percent / BOP; TEA / CH₂Cl₂ / 6 h / 20 °C

2.1: 100 percent / aq. NaOH / 0.25 h / 20 °C

3.1: tetrahydrofuran / 2 h / 20 °C

4.1: lithium bis(trimethylsilyl)amide / hexane / 0.25 h / -78 °C

4.2: 63 percent / hexane; tetrahydrofuran / 25 h / -78 °C

5.1: 134 mg / H₂ / 10percent Pd/C / ethanol / 168 h / 20 °C / 2280.15 Torr

6.1: tetrahydrofuran / 16 h / 20 °C

With sodium hydroxide; TEA; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; lithium hexamethyldisilazane; 10percent Pd/C; In tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.1021/jm010813d

Reference yield:

: 352274-97-6
Boc-L-Trp-D-Orn-OMe

: 352274-84-1
3-({3-[2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-2-ethoxycarbonylmethyl-piperidine-1-carbonyl}-amino)-benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 100 percent / aq. NaOH / 0.25 h / 20 °C

2.1: tetrahydrofuran / 2 h / 20 °C

3.1: lithium bis(trimethylsilyl)amide / hexane / 0.25 h / -78 °C

3.2: 63 percent / hexane; tetrahydrofuran / 25 h / -78 °C

4.1: 134 mg / H₂ / 10percent Pd/C / ethanol / 168 h / 20 °C / 2280.15 Torr

5.1: tetrahydrofuran / 16 h / 20 °C

With sodium hydroxide; hydrogen; lithium hexamethyldisilazane; 10percent Pd/C; In tetrahydrofuran; ethanol; hexane;
DOI:10.1021/jm010813d