{2-[2-(2,5-dimethyl-pyrrol-1-yl)-6-methoxy-phenyl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester

Base Information

Chemical Name:{2-[2-(2,5-dimethyl-pyrrol-1-yl)-6-methoxy-phenyl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester
CAS No.:340774-84-7
Molecular Formula:C₂₁H₃₀N₂O₄
Molecular Weight:374.48
Hs Code.:

{2-[2-(2,5-dimethyl-pyrrol-1-yl)-6-methoxy-phenyl]-1-hydroxymethyl-ethyl}-carbamic acid <i>tert</i>-butyl ester

Synonyms:{2-[2-(2,5-dimethyl-pyrrol-1-yl)-6-methoxy-phenyl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester

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Chemical Property of {2-[2-(2,5-dimethyl-pyrrol-1-yl)-6-methoxy-phenyl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester

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Technology Process of {2-[2-(2,5-dimethyl-pyrrol-1-yl)-6-methoxy-phenyl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester

There total 13 articles about {2-[2-(2,5-dimethyl-pyrrol-1-yl)-6-methoxy-phenyl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl 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: 96.0%

: 340774-82-5
2-tert-butoxycarbonylamino-3-[2-(2,5-dimethyl-pyrrol-1-yl)-6-methoxy-phenyl]-propionic acid methyl ester

: 340774-84-7
{2-[2-(2,5-dimethyl-pyrrol-1-yl)-6-methoxy-phenyl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: With lithium borohydride; In tetrahydrofuran; at 0 - 20 ℃; for 8h;
DOI:10.1039/b008970m

Reference yield:

: 37439-79-5
2-allyl-3-acetamidophenol

: 340774-84-7
{2-[2-(2,5-dimethyl-pyrrol-1-yl)-6-methoxy-phenyl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: 82 percent / K₂CO₃ / acetone / Heating

2.1: 81 percent / HCl / 2 h / Heating

3.1: 72 percent / toluene / 24 h / Heating

4.1: 74 percent / OsO₄; NMO / acetone / 20 °C

5.1: 69 percent / aq. NaIO₄ / 2-methyl-propan-2-ol / 20 °C

6.1: CHCl₃

7.1: CHCl₃ / 10 h / 0 - 20 °C

8.1: 81 percent / HCl / diethyl ether / 48 h / 0 - 20 °C

9.1: Pb(OAc)4 / CH₂Cl₂; methanol / 0.25 h

9.2: H₂ / 20percent Pd(OH)2/C / ethanol / 2585.81 Torr

10.1: Et₃N / tetrahydrofuran / 20 °C

11.1: 96 percent / LiBH₄ / tetrahydrofuran / 8 h / 0 - 20 °C

With lead(IV) acetate; hydrogenchloride; sodium periodate; osmium(VIII) oxide; lithium borohydride; N-methyl-2-indolinone; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; chloroform; acetone; toluene; tert-butyl alcohol;
DOI:10.1039/b008970m

Reference yield:

: 37439-78-4
N-(3-(allyloxy)phenyl)acetamide

: 340774-84-7
{2-[2-(2,5-dimethyl-pyrrol-1-yl)-6-methoxy-phenyl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: PhNMe₂ / 6 h / Heating

2.1: 82 percent / K₂CO₃ / acetone / Heating

3.1: 81 percent / HCl / 2 h / Heating

4.1: 72 percent / toluene / 24 h / Heating

5.1: 74 percent / OsO₄; NMO / acetone / 20 °C

6.1: 69 percent / aq. NaIO₄ / 2-methyl-propan-2-ol / 20 °C

7.1: CHCl₃

8.1: CHCl₃ / 10 h / 0 - 20 °C

9.1: 81 percent / HCl / diethyl ether / 48 h / 0 - 20 °C

10.1: Pb(OAc)4 / CH₂Cl₂; methanol / 0.25 h

10.2: H₂ / 20percent Pd(OH)2/C / ethanol / 2585.81 Torr

11.1: Et₃N / tetrahydrofuran / 20 °C

12.1: 96 percent / LiBH₄ / tetrahydrofuran / 8 h / 0 - 20 °C

With lead(IV) acetate; hydrogenchloride; sodium periodate; osmium(VIII) oxide; lithium borohydride; N-methyl-2-indolinone; potassium carbonate; N,N-dimethyl-aniline; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; chloroform; acetone; toluene; tert-butyl alcohol; 1.1: Claisen rearrangement;
DOI:10.1039/b008970m