3-[1-(benzyloxycarbonyl)-1H-indol-3-yl]-2-(tert-butoxycarbonylamino)-propan-1-ol

Base Information

Chemical Name:3-[1-(benzyloxycarbonyl)-1H-indol-3-yl]-2-(tert-butoxycarbonylamino)-propan-1-ol
CAS No.:1350753-82-0
Molecular Formula:C₂₄H₂₈N₂O₅
Molecular Weight:424.497
Hs Code.:

Synonyms:3-[1-(benzyloxycarbonyl)-1H-indol-3-yl]-2-(tert-butoxycarbonylamino)-propan-1-ol

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Chemical Property of 3-[1-(benzyloxycarbonyl)-1H-indol-3-yl]-2-(tert-butoxycarbonylamino)-propan-1-ol

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Technology Process of 3-[1-(benzyloxycarbonyl)-1H-indol-3-yl]-2-(tert-butoxycarbonylamino)-propan-1-ol

There total 2 articles about 3-[1-(benzyloxycarbonyl)-1H-indol-3-yl]-2-(tert-butoxycarbonylamino)-propan-1-ol 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: 92.0%

: 110659-38-6,143259-51-2,82689-19-8
N-t-butoxycarbonyl-tryptophanol

: 501-53-1,94274-21-2
benzyl chloroformate

: 1350753-82-0
3-[1-(benzyloxycarbonyl)-1H-indol-3-yl]-2-(tert-butoxycarbonylamino)-propan-1-ol

Guidance literature:: N-t-butoxycarbonyl-tryptophanol; With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; In dichloromethane; at 20 ℃; for 2.5h;

benzyl chloroformate; In dichloromethane; for 20h;
DOI:10.1007/s00706-011-0660-x

Reference yield:

: 141215-69-2,33900-28-6
methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoate

: 1350753-82-0
3-[1-(benzyloxycarbonyl)-1H-indol-3-yl]-2-(tert-butoxycarbonylamino)-propan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate; lithium chloride / tetrahydrofuran / 20 °C / Inert atmosphere

2.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / dichloromethane / 2.5 h / 20 °C

2.2: 20 h

With sodium tetrahydroborate; tetra(n-butyl)ammonium hydrogensulfate; lithium chloride; sodium hydroxide; In tetrahydrofuran; dichloromethane;
DOI:10.1007/s00706-011-0660-x

Reference yield: 63.0%

: 5292-43-3
bromoacetic acid tert-butyl ester

: 1350753-82-0
3-[1-(benzyloxycarbonyl)-1H-indol-3-yl]-2-(tert-butoxycarbonylamino)-propan-1-ol

: 1350753-88-6
2-[3-[1-(benzyloxycarbonyl)-1H-indol-3-yl]-2-(tert-butoxycarbonyl-amino)-propoxy]acetic acid tert-butyl ester

Guidance literature:: With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; In dichloromethane; water; at 20 ℃;
DOI:10.1007/s00706-011-0660-x