(-)-(3R)-6-(benzyloxy)-1-((tert-butyloxy)carbonyl)-3-(hydroxymethyl)indoline

Base Information

Chemical Name:(-)-(3R)-6-(benzyloxy)-1-((tert-butyloxy)carbonyl)-3-(hydroxymethyl)indoline
CAS No.:128049-46-7
Molecular Formula:C₂₁H₂₅NO₄
Molecular Weight:355.434
Hs Code.:

Synonyms:(-)-(3R)-6-(benzyloxy)-1-((tert-butyloxy)carbonyl)-3-(hydroxymethyl)indoline

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Chemical Property of (-)-(3R)-6-(benzyloxy)-1-((tert-butyloxy)carbonyl)-3-(hydroxymethyl)indoline

Chemical Property:

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Technology Process of (-)-(3R)-6-(benzyloxy)-1-((tert-butyloxy)carbonyl)-3-(hydroxymethyl)indoline

There total 11 articles about (-)-(3R)-6-(benzyloxy)-1-((tert-butyloxy)carbonyl)-3-(hydroxymethyl)indoline 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: 91.0%

: 186144-35-4
(R)-3-Acetoxymethyl-6-benzyloxy-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

: 128049-46-7
(-)-(3R)-6-(benzyloxy)-1-((tert-butyloxy)carbonyl)-3-(hydroxymethyl)indoline

Guidance literature:: With potassium carbonate; In ethanol;
DOI:10.1246/cl.1997.11

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 128049-46-7
(-)-(3R)-6-(benzyloxy)-1-((tert-butyloxy)carbonyl)-3-(hydroxymethyl)indoline

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / dioxane / 10 h / 105 °C

2: 1.) sodium hydride / 1.) THF, DMF, 2.) RT, 3 h

3: 91 percent / tri-n-butyltin hydride, 2,2'-azobis(2-methylpropionitrile (AIBN) / benzene / 3 h / Heating

4: 1.) O₃, 2.) NaBH₄ / 1.) ethanol, -78 deg C, 3 min, 2.) aq. EtOH, from -78 deg C to 24 deg C, 4 h

With sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; ozone; In 1,4-dioxane; benzene;

Reference yield:

: 1484-26-0
3-(benzyloxy)aniline

: 128049-46-7
(-)-(3R)-6-(benzyloxy)-1-((tert-butyloxy)carbonyl)-3-(hydroxymethyl)indoline

Guidance literature:: Multi-step reaction with 5 steps

1: 60 percent / conc. sulfuric acid, N-bromosuccinimide / tetrahydrofuran / 1 h / -78 °C

2: 85 percent / dioxane / 10 h / 105 °C

3: 1.) sodium hydride / 1.) THF, DMF, 2.) RT, 3 h

4: 91 percent / tri-n-butyltin hydride, 2,2'-azobis(2-methylpropionitrile (AIBN) / benzene / 3 h / Heating

5: 1.) O₃, 2.) NaBH₄ / 1.) ethanol, -78 deg C, 3 min, 2.) aq. EtOH, from -78 deg C to 24 deg C, 4 h

With sodium tetrahydroborate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sulfuric acid; tri-n-butyl-tin hydride; sodium hydride; ozone; In tetrahydrofuran; 1,4-dioxane; benzene;