Carbamic acid, [(1R)-1-[3-[5-[(1S)-1-amino-2-[(2-methoxyethoxy)methoxy]ethyl]-3-meth oxy-2-methylphenoxy]-4-methoxyphenyl]-2-hydroxyethyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [(1R)-1-[3-[5-[(1S)-1-amino-2-[(2-methoxyethoxy)methoxy]ethyl]-3-meth oxy-2-methylphenoxy]-4-methoxyphenyl]-2-hydroxyethyl]-, 1,1-dimethylethyl ester
• CAS No.: 685869-34-5
• Molecular Formula: C28H42N2O9
• Molecular Weight: 550.649

Synonyms:

Chemical Property of Carbamic acid, [(1R)-1-[3-[5-[(1S)-1-amino-2-[(2-methoxyethoxy)methoxy]ethyl]-3-meth oxy-2-methylphenoxy]-4-methoxyphenyl]-2-hydroxyethyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [(1R)-1-[3-[5-[(1S)-1-amino-2-[(2-methoxyethoxy)methoxy]ethyl]-3-meth oxy-2-methylphenoxy]-4-methoxyphenyl]-2-hydroxyethyl]-, 1,1-dimethylethyl ester

There total 1 articles about Carbamic acid, [(1R)-1-[3-[5-[(1S)-1-amino-2-[(2-methoxyethoxy)methoxy]ethyl]-3-meth oxy-2-methylphenoxy]-4-methoxyphenyl]-2-hydroxyethyl]-, 1,1-dimethylethyl 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: 82.0%

[(R)-2-Hydroxy-1-(4-methoxy-3-{3-methoxy-5-[(S)-2-(2-methoxy-ethoxymethoxy)-1-(2,2,2-trifluoro-acetylamino)-ethyl]-2-methyl-phenoxy}-phenyl)-ethyl]-carbamic acid tert-butyl ester (685869-33-4) → [(R)-1-(3-{5-[(S)-1-Amino-2-(2-methoxy-ethoxymethoxy)-ethyl]-3-methoxy-2-methyl-phenoxy}-4-methoxy-phenyl)-2-hydroxy-ethyl]-carbamic acid tert-butyl ester (685869-34-5)

Guidance literature:

With lithium hydroxide; In methanol; at 25 ℃; for 12h;

DOI:10.1021/ja039795a

Reference yield: 79.0%

(2R,3R)-3-[(tert-butyldimethylsilyl)oxy]-2-[N-[2-trimethylsilylethoxycarbonyl]amino]-3-[(4-fluoro-3-nitro)phenyl]propionic acid (685869-27-6) + [(R)-1-(3-{5-[(S)-1-Amino-2-(2-methoxy-ethoxymethoxy)-ethyl]-3-methoxy-2-methyl-phenoxy}-4-methoxy-phenyl)-2-hydroxy-ethyl]-carbamic acid tert-butyl ester (685869-34-5) → C49H75FN4O15Si2 (685869-35-6)

Guidance literature:

With sodium hydrogencarbonate; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; at 0 ℃; for 48h;

DOI:10.1021/ja039795a

Reference yield:

[(R)-1-(3-{5-[(S)-1-Amino-2-(2-methoxy-ethoxymethoxy)-ethyl]-3-methoxy-2-methyl-phenoxy}-4-methoxy-phenyl)-2-hydroxy-ethyl]-carbamic acid tert-butyl ester (685869-34-5) → (8S,11R,14R)-14-Amino-11-[(R)-(tert-butyl-dimethyl-silanyloxy)-(4-fluoro-3-nitro-phenyl)-methyl]-8-hydroxymethyl-5,18-dimethoxy-4-methyl-2-oxa-9,12-diaza-tricyclo[13.3.1.13,7]icosa-1(18),3(20),4,6,15(19),16-hexaene-10,13-dione

Guidance literature:

Multi-step reaction with 6 steps

1: 79 percent / NaHCO₃; HATU / tetrahydrofuran / 48 h / 0 °C

2: 81 percent / CrO₃; aq. H₂SO₄ / acetone / 2 h / 0 °C

3: 96 percent / Bu₄NF / tetrahydrofuran / 11.5 h / 25 °C

4: 92 percent / benzotriazol-1-yloxytrispyrrolidinophosphonium*PF₆^(1-); NaHCO₃ / CH₂Cl₂; dimethylformamide / 5 h / 25 °C

5: 96 percent / acetonitrile / 1.5 h / 42 °C

6: B-bromocatecholborane / CH₂Cl₂ / 2.5 h / 0 °C

With chromium(VI) oxide; sulfuric acid; bromocatecholborane; tetrabutyl ammonium fluoride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium hydrogencarbonate; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;

DOI:10.1021/ja039795a

upstream raw materials:

[(R)-2-Hydroxy-1-(4-methoxy-3-{3-methoxy-5-[(S)-2-(2-methoxy-ethoxymethoxy)-1-(2,2,2-trifluoro-acetylamino)-ethyl]-2-methyl-phenoxy}-phenyl)-ethyl]-carbamic acid tert-butyl ester

Downstream raw materials:

C₄₉H₇₅FN₄O₁₅Si₂

[(8S,11R,14R)-11-[(R)-(4-Fluoro-3-nitro-phenyl)-hydroxy-methyl]-5,18-dimethoxy-8-(2-methoxy-ethoxymethoxymethyl)-4-methyl-10,13-dioxo-2-oxa-9,12-diaza-tricyclo[13.3.1.1^3,7]icosa-1⁽¹⁸⁾,3⁽²⁰⁾,4,6,15⁽¹⁹⁾,16-hexaen-14-yl]-carbamic acid tert-butyl ester

{11-[(tert-butyl-dimethyl-silanyloxy)-(4-fluoro-3-nitro-phenyl)-methyl]-8-hydroxymethyl-5,18-dimethoxy-4-methyl-10,13-dioxo-2-oxa-9,12-diaza-tricyclo[13.3.1.1^3,7]eicosa-1⁽¹⁸⁾,3⁽²⁰⁾,4,6,15⁽¹⁹⁾,16-hexaen-14-yl}-carbamic acid tert-butyl ester

(8S,11R,14R)-14-tert-Butoxycarbonylamino-11-[(R)-(tert-butyl-dimethyl-silanyloxy)-(4-fluoro-3-nitro-phenyl)-methyl]-5,18-dimethoxy-4-methyl-10,13-dioxo-2-oxa-9,12-diaza-tricyclo[13.3.1.1^3,7]icosa-1⁽¹⁸⁾,3⁽²⁰⁾,4,6,15⁽¹⁹⁾,16-hexaene-8-carboxylic acid

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