(2S,7S,10S)-10-Amino-15-benzyloxy-2-[2-(2-bromo-ethoxy)-phenyl]-2-formyl-7-isopropyl-9-oxo-17-oxa-5,8-diaza-tricyclo[10.3.1.1^3,6]heptadeca-1⁽¹⁵⁾,3,5,12⁽¹⁶⁾,13-pentaene-4-carbonitrile

Base Information

• Chemical Name: (2S,7S,10S)-10-Amino-15-benzyloxy-2-[2-(2-bromo-ethoxy)-phenyl]-2-formyl-7-isopropyl-9-oxo-17-oxa-5,8-diaza-tricyclo[10.3.1.1^3,6]heptadeca-1⁽¹⁵⁾,3,5,12⁽¹⁶⁾,13-pentaene-4-carbonitrile
• CAS No.: 405906-76-5
• Molecular Formula: C₃₄H₃₃BrN₄O₅
• Molecular Weight: 657.564

Synonyms:(2S,7S,10S)-10-Amino-15-benzyloxy-2-[2-(2-bromo-ethoxy)-phenyl]-2-formyl-7-isopropyl-9-oxo-17-oxa-5,8-diaza-tricyclo[10.3.1.1^3,6]heptadeca-1⁽¹⁵⁾,3,5,12⁽¹⁶⁾,13-pentaene-4-carbonitrile

Chemical Property of (2S,7S,10S)-10-Amino-15-benzyloxy-2-[2-(2-bromo-ethoxy)-phenyl]-2-formyl-7-isopropyl-9-oxo-17-oxa-5,8-diaza-tricyclo[10.3.1.1^3,6]heptadeca-1⁽¹⁵⁾,3,5,12⁽¹⁶⁾,13-pentaene-4-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,7S,10S)-10-Amino-15-benzyloxy-2-[2-(2-bromo-ethoxy)-phenyl]-2-formyl-7-isopropyl-9-oxo-17-oxa-5,8-diaza-tricyclo[10.3.1.1^3,6]heptadeca-1⁽¹⁵⁾,3,5,12⁽¹⁶⁾,13-pentaene-4-carbonitrile

There total 13 articles about (2S,7S,10S)-10-Amino-15-benzyloxy-2-[2-(2-bromo-ethoxy)-phenyl]-2-formyl-7-isopropyl-9-oxo-17-oxa-5,8-diaza-tricyclo[10.3.1.1^3,6]heptadeca-1⁽¹⁵⁾,3,5,12⁽¹⁶⁾,13-pentaene-4-carbonitrile 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:

{(2S,3S,8S,11S)-16-Benzyloxy-3-[2-(2-bromo-ethoxy)-phenyl]-5-cyano-2,3-dihydroxy-8-isopropyl-10-oxo-18-oxa-6,9-diaza-tricyclo[11.3.1.14,7]octadeca-1(16),4,6,13(17),14-pentaen-11-yl}-carbamic acid tert-butyl ester (405906-75-4) → (2S,7S,10S)-10-Amino-15-benzyloxy-2-[2-(2-bromo-ethoxy)-phenyl]-2-formyl-7-isopropyl-9-oxo-17-oxa-5,8-diaza-tricyclo[10.3.1.13,6]heptadeca-1(15),3,5,12(16),13-pentaene-4-carbonitrile (405906-76-5)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 95 ℃; for 0.666667h;

DOI:10.1002/1521-3773(20011217)40:24<4765::AID-ANIE4765>3.0.CO;2-1

Reference yield:

2'-benzyloxyacetophenone (31165-67-0) → (2S,7S,10S)-10-Amino-15-benzyloxy-2-[2-(2-bromo-ethoxy)-phenyl]-2-formyl-7-isopropyl-9-oxo-17-oxa-5,8-diaza-tricyclo[10.3.1.13,6]heptadeca-1(15),3,5,12(16),13-pentaene-4-carbonitrile (405906-76-5)

Guidance literature:

Multi-step reaction with 8 steps

1.1: PPh₃; (Cl₃C)2

2.1: Cp₂ZrCl₂; n-BuLi / tetrahydrofuran / -78 - 20 °C

2.2: 85 percent / Pd(OAc)2; P(o-Tol)3; Ag₃PO₄ / tetrahydrofuran / 8 h / 20 °C

3.1: 100 percent / BBr₃ / CH₂Cl₂ / -78 - -20 °C

4.1: 89 percent / DIPEA; TBTU / dimethylformamide / 20 °C

5.1: 82 percent / 2-(di-tert-butylphosphanyl)biphenyl; Ag₃PO₄ / Pd₂(dba)3 / tetrahydrofuran / 75 °C

6.1: t-BuOK / tetrahydrofuran / 0 °C

7.1: p-(dimethylamino)pyridine; OsO₄ / tetrahydrofuran

8.1: p-TsOH / toluene / 0.67 h / 95 °C

With dmap; osmium(VIII) oxide; n-butyllithium; zirconocene dichloride; silver orthophosphate; hexachloroethane; potassium tert-butylate; boron tribromide; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; johnphos; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1002/1521-3773(20011217)40:24<4765::AID-ANIE4765>3.0.CO;2-1

Reference yield:

O4'-Benzyl-3'-iod-L-tyrosin (71400-62-9) → (2S,7S,10S)-10-Amino-15-benzyloxy-2-[2-(2-bromo-ethoxy)-phenyl]-2-formyl-7-isopropyl-9-oxo-17-oxa-5,8-diaza-tricyclo[10.3.1.13,6]heptadeca-1(15),3,5,12(16),13-pentaene-4-carbonitrile (405906-76-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 89 percent / DIPEA; TBTU / dimethylformamide / 20 °C

2: 82 percent / 2-(di-tert-butylphosphanyl)biphenyl; Ag₃PO₄ / Pd₂(dba)3 / tetrahydrofuran / 75 °C

3: t-BuOK / tetrahydrofuran / 0 °C

4: p-(dimethylamino)pyridine; OsO₄ / tetrahydrofuran

5: p-TsOH / toluene / 0.67 h / 95 °C

With dmap; osmium(VIII) oxide; silver orthophosphate; potassium tert-butylate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; johnphos; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

DOI:10.1002/1521-3773(20011217)40:24<4765::AID-ANIE4765>3.0.CO;2-1

upstream raw materials:

{(2S,3S,8S,11S)-16-Benzyloxy-3-[2-(2-bromo-ethoxy)-phenyl]-5-cyano-2,3-dihydroxy-8-isopropyl-10-oxo-18-oxa-6,9-diaza-tricyclo[11.3.1.1^4,7]octadeca-1⁽¹⁶⁾,4,6,13⁽¹⁷⁾,14-pentaen-11-yl}-carbamic acid tert-butyl ester

2'-benzyloxyacetophenone

O^4'-Benzyl-3'-iod-L-tyrosin

(S)-3-(4-(benzyloxy)-3-iodophenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid

Downstream raw materials:

{(2S,7S,10S)-15-Benzyloxy-2-[2-(2-bromo-ethoxy)-phenyl]-4-cyano-2-formyl-7-isopropyl-9-oxo-17-oxa-5,8-diaza-tricyclo[10.3.1.1^3,6]heptadeca-1⁽¹⁵⁾,3,5,12⁽¹⁶⁾,13-pentaen-10-yl}-carbamic acid benzyl ester

{(2R,7S,10S)-15-Benzyloxy-2-[2-(2-bromo-ethoxy)-phenyl]-4-cyano-2-hydroxymethyl-7-isopropyl-9-oxo-17-oxa-5,8-diaza-tricyclo[10.3.1.1^3,6]heptadeca-1⁽¹⁵⁾,3,5,12⁽¹⁶⁾,13-pentaen-10-yl}-carbamic acid benzyl ester

[(2R,7S,10S)-15-Benzyloxy-2-(3-bromo-2-hydroxy-phenyl)-4-cyano-2-hydroxymethyl-7-isopropyl-9-oxo-17-oxa-5,8-diaza-tricyclo[10.3.1.1^3,6]heptadeca-1⁽¹⁵⁾,3,5,12⁽¹⁶⁾,13-pentaen-10-yl]-carbamic acid benzyl ester

[(2R,7S,10S)-15-Benzyloxy-4-cyano-2-hydroxymethyl-2-(2-hydroxy-phenyl)-7-isopropyl-9-oxo-17-oxa-5,8-diaza-tricyclo[10.3.1.1^3,6]heptadeca-1⁽¹⁵⁾,3,5,12⁽¹⁶⁾,13-pentaen-10-yl]-carbamic acid benzyl ester

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 405906-76-5 (2S,7S,10S)-10-Amino-15-benzyloxy-2-[2-(2-bromo-ethoxy)-phenyl]-2-formyl-7-isopropyl-9-oxo-17-oxa-5,8-diaza-tricyclo[10.3.1.1^3,6]heptadeca-1⁽¹⁵⁾,3,5,12⁽¹⁶⁾,13-pentaene-4-carbonitrile

Send

Send

Metric Ton KG G Pound L ML

Send

Send