tricyclo<3.3.1.1^3,7>dec-2-yl *,S^*)>-<2-<<1-(azidomethyl)-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>carbamate

Base Information

• Chemical Name: tricyclo<3.3.1.1^3,7>dec-2-yl *,S^*)>-<2-<<1-(azidomethyl)-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>carbamate
• CAS No.: 130406-51-8
• Molecular Formula: C₃₂H₃₈N₆O₃
• Molecular Weight: 554.692
• Mol file: 130406-51-8.mol

Synonyms:tricyclo<3.3.1.1^3,7>dec-2-yl *,S^*)>-<2-<<1-(azidomethyl)-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>carbamate

Chemical Property of tricyclo<3.3.1.1^3,7>dec-2-yl *,S^*)>-<2-<<1-(azidomethyl)-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tricyclo<3.3.1.1^3,7>dec-2-yl *,S^*)>-<2-<<1-(azidomethyl)-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>carbamate

There total 4 articles about tricyclo<3.3.1.1^3,7>dec-2-yl *,S^*)>-<2-<<1-(azidomethyl)-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>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:

(9-fluorenylmethoxycarbonyl)-L-phenylalaninol (129397-83-7) → tricyclo<3.3.1.13,7>dec-2-yl *,S*)>-<2-<<1-(azidomethyl)-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>carbamate (130406-51-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / HN₃, Ph₃P, (i-PrO₂CN)2 / tetrahydrofuran; toluene / 1 h / Ambient temperature

2: 86 percent / LiOH, H₂O / dioxane / 18 h / Ambient temperature

3: 1.) C₆F₅OH, N,N'-dicyclohexylcarbodiimide / 1.) EtOAc, 0 deg C, 18 h, 2.) 48 h

With lithium hydroxide; tris-(2-chloro-ethyl)-amine; di-isopropyl azodicarboxylate; 2,3,4,5,6-pentafluorophenol; water; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; toluene;

DOI:10.1021/jm00105a062

Reference yield:

Fmoc-Phe-N3 (130406-32-5) → tricyclo<3.3.1.13,7>dec-2-yl *,S*)>-<2-<<1-(azidomethyl)-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>carbamate (130406-51-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / LiOH, H₂O / dioxane / 18 h / Ambient temperature

2: 1.) C₆F₅OH, N,N'-dicyclohexylcarbodiimide / 1.) EtOAc, 0 deg C, 18 h, 2.) 48 h

With lithium hydroxide; 2,3,4,5,6-pentafluorophenol; water; dicyclohexyl-carbodiimide; In 1,4-dioxane;

DOI:10.1021/jm00105a062

Reference yield:

N-[(2-adamantyloxy) carbonyl]-α-methyl-D-tryptophan methyl ester (130406-39-2) → tricyclo<3.3.1.13,7>dec-2-yl *,S*)>-<2-<<1-(azidomethyl)-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>carbamate (130406-51-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / LiOH / H₂O; dioxane / 18 h / Ambient temperature

2: 1.) C₆F₅OH, N,N'-dicyclohexylcarbodiimide / 1.) EtOAc, 0 deg C, 18 h, 2.) 48 h

With lithium hydroxide; 2,3,4,5,6-pentafluorophenol; dicyclohexyl-carbodiimide; In 1,4-dioxane; water;

DOI:10.1021/jm00105a062

upstream raw materials:

(S)-1-azido-3-phenylpropan-2-amine

N-[(2-adamantyloxy)-carbonyl]-α-methyl-R-tryptophane

(9-fluorenylmethoxycarbonyl)-L-phenylalaninol

Fmoc-Phe-N₃

Downstream raw materials:

PD 135118

tricyclo<3.3.1.1^3,7>dec-2-yl *,S^*)>-3-(1H-indol-3-ylmethyl)-3-methyl-4,9,13-trioxo-6-(phenylmethyl)-14-oxa-2,5,8-triazapentadecanoate

*,S^*)>-5-<<2-<<3-(1H-indol-3-yl)-2-methyl-1-oxo-2-<<(tricyclo<3.3.1.1^3,7>dec-2-yloxy)carbonyl>amino>propyl>amino>-3-phenylpropyl>amino>-5-oxopentanoic acid

tricyclo<3.3.1.1^3,7>dec-2-yl *,S^*(E)>>-3-(1H-indol-3-ylmethyl)-3-methyl-4,9,12-trioxo-6-(phenylmethyl)-13-oxa-2,5,8-triazatetradec-10-enoate