[(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

Base Information

• Chemical Name: [(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
• CAS No.: 685869-38-9
• Molecular Formula: C₃₇H₄₅FN₄O₁₃
• Molecular Weight: 772.782

Synonyms:[(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

Chemical Property of [(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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(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

There total 10 articles about [(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 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%

(R)-(3-{5-[(S)-1-[(2R,3R)-2-Amino-3-(4-fluoro-3-nitro-phenyl)-3-hydroxy-propionylamino]-2-(2-methoxy-ethoxymethoxy)-ethyl]-3-methoxy-2-methyl-phenoxy}-4-methoxy-phenyl)-tert-butoxycarbonylamino-acetic acid (685869-37-8) → [(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[13.3.1.13,7]icosa-1(18),3(20),4,6,15(19),16-hexaen-14-yl]-carbamic acid tert-butyl ester (685869-38-9)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium hydrogencarbonate; In dichloromethane; N,N-dimethyl-formamide; at 25 ℃; for 5h;

DOI:10.1021/ja039795a

Reference yield:

ethyl (2R,3R)-2-amino-3-[(4-fluoro-3-nitro)phenyl]-3-hydroxypropionate (685869-24-3) → [(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[13.3.1.13,7]icosa-1(18),3(20),4,6,15(19),16-hexaen-14-yl]-carbamic acid tert-butyl ester (685869-38-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 2,6-lutidine / CH₂Cl₂ / 6 h / 0 °C

2: Et₃N / dioxane / 18 h / 25 °C

3: aq. LiOH / 2-methyl-propan-2-ol / 18 h / 25 °C

4: 79 percent / NaHCO₃; HATU / tetrahydrofuran / 48 h / 0 °C

5: 81 percent / CrO₃; aq. H₂SO₄ / acetone / 2 h / 0 °C

6: 96 percent / Bu₄NF / tetrahydrofuran / 11.5 h / 25 °C

7: 92 percent / benzotriazol-1-yloxytrispyrrolidinophosphonium*PF₆^(1-); NaHCO₃ / CH₂Cl₂; dimethylformamide / 5 h / 25 °C

With 2,6-dimethylpyridine; chromium(VI) oxide; lithium hydroxide; sulfuric acid; tetrabutyl ammonium fluoride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium hydrogencarbonate; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;

DOI:10.1021/ja039795a

Reference yield:

ethyl (2R,3R)-2-amino-3-[(4-fluoro-3-nitro)phenyl]-3-[(tert-butyldimethylsilyl)oxy]propionate (685869-25-4) → [(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[13.3.1.13,7]icosa-1(18),3(20),4,6,15(19),16-hexaen-14-yl]-carbamic acid tert-butyl ester (685869-38-9)

Guidance literature:

Multi-step reaction with 6 steps

1: Et₃N / dioxane / 18 h / 25 °C

2: aq. LiOH / 2-methyl-propan-2-ol / 18 h / 25 °C

3: 79 percent / NaHCO₃; HATU / tetrahydrofuran / 48 h / 0 °C

4: 81 percent / CrO₃; aq. H₂SO₄ / acetone / 2 h / 0 °C

5: 96 percent / Bu₄NF / tetrahydrofuran / 11.5 h / 25 °C

6: 92 percent / benzotriazol-1-yloxytrispyrrolidinophosphonium*PF₆^(1-); NaHCO₃ / CH₂Cl₂; dimethylformamide / 5 h / 25 °C

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

DOI:10.1021/ja039795a

upstream raw materials:

(R)-(3-{5-[(S)-1-[(2R,3R)-2-Amino-3-(4-fluoro-3-nitro-phenyl)-3-hydroxy-propionylamino]-2-(2-methoxy-ethoxymethoxy)-ethyl]-3-methoxy-2-methyl-phenoxy}-4-methoxy-phenyl)-tert-butoxycarbonylamino-acetic acid

ethyl (2R,3R)-2-amino-3-[(4-fluoro-3-nitro)phenyl]-3-hydroxypropionate

ethyl (2R,3R)-2-amino-3-[(4-fluoro-3-nitro)phenyl]-3-[(tert-butyldimethylsilyl)oxy]propionate

(2R,3R)-3-[(tert-butyldimethylsilyl)oxy]-2-[N-[2-trimethylsilylethoxycarbonyl]amino]-3-[(4-fluoro-3-nitro)phenyl]propionic acid

Downstream raw materials:

{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

C₄₃H₅₉FN₄O₁₃Si

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 685869-38-9 [(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

Send

Send

Metric Ton KG G Pound L ML

Send

Send