methyl N[2-({(2S,8E)-2-[(tert-butoxycarbonyl)amino]dec-8-enoyl}amino)-2-methylpropanoyl]-L-phenylalanyl-D-prolinate

Base Information

Chemical Name:methyl N[2-({(2S,8E)-2-[(tert-butoxycarbonyl)amino]dec-8-enoyl}amino)-2-methylpropanoyl]-L-phenylalanyl-D-prolinate
CAS No.:339061-50-6
Molecular Formula:C₃₄H₅₂N₄O₇
Molecular Weight:628.809
Hs Code.:

Synonyms:methyl N[2-({(2S,8E)-2-[(tert-butoxycarbonyl)amino]dec-8-enoyl}amino)-2-methylpropanoyl]-L-phenylalanyl-D-prolinate

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Chemical Property of methyl N[2-({(2S,8E)-2-[(tert-butoxycarbonyl)amino]dec-8-enoyl}amino)-2-methylpropanoyl]-L-phenylalanyl-D-prolinate

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Technology Process of methyl N[2-({(2S,8E)-2-[(tert-butoxycarbonyl)amino]dec-8-enoyl}amino)-2-methylpropanoyl]-L-phenylalanyl-D-prolinate

There total 9 articles about methyl N[2-({(2S,8E)-2-[(tert-butoxycarbonyl)amino]dec-8-enoyl}amino)-2-methylpropanoyl]-L-phenylalanyl-D-prolinate 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: 78.0%

: 88568-96-1
Methyl N-(dimethylglycyl)-(S)-phenylalanyl-(R)-prolinate

: 339061-49-3
(2S,8E)-2-(tert-butoxycarbonyl)aminodec-8-enoic acid

: 339061-50-6
methyl N[2-({(2S,8E)-2-[(tert-butoxycarbonyl)amino]dec-8-enoyl}amino)-2-methylpropanoyl]-L-phenylalanyl-D-prolinate

Guidance literature:: With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/S0040-4039(01)00139-3

Reference yield:

: 82402-15-1
oct-6-yn-1-ol

: 339061-50-6
methyl N[2-({(2S,8E)-2-[(tert-butoxycarbonyl)amino]dec-8-enoyl}amino)-2-methylpropanoyl]-L-phenylalanyl-D-prolinate

Guidance literature:: Multi-step reaction with 8 steps

1: LiAlH₄ / bis-(2-methoxy-ethyl) ether; tetrahydrofuran

2: TEA / CH₂Cl₂

3: LiI / diethyl ether

4: n-BuLi / tetrahydrofuran / -78 - 20 °C

5: HCl / H₂O / 20 °C

6: DIEA / CH₂Cl₂ / 20 °C

7: LiOH / 1,2-dimethoxy-ethane; H₂O / 20 °C

8: 78 percent / PyBOP<*>; DIEA / CH₂Cl₂ / 20 °C

With hydrogenchloride; lithium hydroxide; lithium aluminium tetrahydride; n-butyllithium; TEA; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; lithium iodide; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; dichloromethane; diethylene glycol dimethyl ether; water; 4: Schoellkopf amino acid synthesis;
DOI:10.1016/S0040-4039(01)00139-3

Reference yield:

: 63768-12-7,67133-87-3
(E)-2-octenyl alcohol

: 339061-50-6
methyl N[2-({(2S,8E)-2-[(tert-butoxycarbonyl)amino]dec-8-enoyl}amino)-2-methylpropanoyl]-L-phenylalanyl-D-prolinate

Guidance literature:: Multi-step reaction with 7 steps

1: TEA / CH₂Cl₂

2: LiI / diethyl ether

3: n-BuLi / tetrahydrofuran / -78 - 20 °C

4: HCl / H₂O / 20 °C

5: DIEA / CH₂Cl₂ / 20 °C

6: LiOH / 1,2-dimethoxy-ethane; H₂O / 20 °C

7: 78 percent / PyBOP<*>; DIEA / CH₂Cl₂ / 20 °C

With hydrogenchloride; lithium hydroxide; n-butyllithium; TEA; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; lithium iodide; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; dichloromethane; water; 3: Schoellkopf amino acid synthesis;
DOI:10.1016/S0040-4039(01)00139-3