(S)-3-(1H-Indol-3-yl)-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionic acid phenyl ester

Base Information

Chemical Name:(S)-3-(1H-Indol-3-yl)-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionic acid phenyl ester
CAS No.:210702-43-5
Molecular Formula:C₂₀H₁₇Cl₃N₂O₄
Molecular Weight:455.725
Hs Code.:

Synonyms:(S)-3-(1H-Indol-3-yl)-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionic acid phenyl ester

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Chemical Property of (S)-3-(1H-Indol-3-yl)-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionic acid phenyl ester

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Technology Process of (S)-3-(1H-Indol-3-yl)-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionic acid phenyl ester

There total 1 articles about (S)-3-(1H-Indol-3-yl)-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionic acid phenyl 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: 88.0%

: 88050-14-0
Troc-Trp-OH

: 108-95-2,27073-41-2
phenol

: 210702-43-5
(S)-3-(1H-Indol-3-yl)-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionic acid phenyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide;
DOI:10.1021/ja9809408

Reference yield: 81.0%

: 210702-43-5
(S)-3-(1H-Indol-3-yl)-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionic acid phenyl ester

: 210702-51-5
(S)-3-(2,3-Dihydro-1H-indol-3-yl)-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionic acid phenyl ester

Guidance literature:: With borane-THF; trifluoroacetic acid;
DOI:10.1021/ja9809408

Reference yield:

: 210702-43-5
(S)-3-(1H-Indol-3-yl)-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionic acid phenyl ester

: 102743-51-1
phenylmethyl 2,3,9,9a-tetrahydro-9-hydroxy-2-(2-methylpropyl)-3-oxo-9-[(5,6,7,13-tetrahydro-5,13-dioxoquinazolino[3,2-a][1,4]benzodiazepin-7-yl)methyl]-1H-imidazo[1,2-a]indole-1-carboxylic acid ester

Guidance literature:: Multi-step reaction with 12 steps

1: 81 percent / BH₃*THF, TFA

2: DCC

3: DDQ / toluene / Heating

4: 1.) Hg(OTFA)2, 2.) KI, 3.) I₂

5: Pd₂(dba)3, P(o-tolyl)3, K₂CO₃ / toluene / Heating

6: Zn, AcOH

7: DCC

8: 93 percent / Zn, AcOH / ethyl acetate

9: 82 percent / Et₃N, DMAP

10: 91 percent / Bu₃P / benzene / 60 °C

11: 3-n-butyl-1,2-benzisothiazole-1,1-dioxide oxide / 48 h

12: NaBH₄, AcOH

With dmap; sodium tetrahydroborate; 3-butyl-1,2-benzisothiazole-1,1-dioxide; borane-THF; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tributylphosphine; iodine; mercury(II) trifluoroacetate; potassium carbonate; acetic acid; triethylamine; dicyclohexyl-carbodiimide; tris-(o-tolyl)phosphine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium iodide; zinc; In ethyl acetate; toluene; benzene;
DOI:10.1021/ja9809408