C₂₇H₂₇NO₅

Base Information

• Chemical Name: C₂₇H₂₇NO₅
• CAS No.: 1611460-21-9
• Molecular Formula: C₂₇H₂₇NO₅
• Molecular Weight: 445.515
• Mol file: 1611460-21-9.mol

Synonyms:C₂₇H₂₇NO₅

Chemical Property of C₂₇H₂₇NO₅

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₇H₂₇NO₅

There total 27 articles about C₂₇H₂₇NO₅ 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:

(4R)-3-benzyl-4-[(1'R,2'R)-1',2'-bis(benzyloxy)-3'-hydroxypropyl]oxazolidin-2-one (1611460-17-3) → C27H27NO5 (1611460-21-9)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In acetonitrile; at 20 ℃; for 0.5h; Inert atmosphere; Reflux;

DOI:10.1016/j.tetasy.2014.04.002

Reference yield:

C18H18O5 (1611459-82-5) → C27H27NO5 (1611460-21-9)

Guidance literature:

Multi-step reaction with 14 steps

1.1: sodium tetrahydroborate / methanol; dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

3.1: potassium carbonate; methanol / 4.42 h / 0 - 20 °C / Inert atmosphere

4.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 1 h / Inert atmosphere; Reflux

5.1: sodium hydride / mineral oil; tetrahydrofuran / 0.42 h / -10 - 0 °C / Inert atmosphere

5.2: 1.5 h / 0 °C / Inert atmosphere

6.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / -50 - -30 °C / Inert atmosphere

7.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

7.2: 0.5 h / 0 °C / Inert atmosphere

8.1: potassium carbonate / o-xylene / 1.5 h / 150 °C / Sealed tube; Inert atmosphere; Microwave irradiation

9.1: ozone / methanol; dichloromethane / 0.25 h / -78 °C

9.2: 0.1 h / -78 - 20 °C / Inert atmosphere

10.1: toluene-4-sulfonic acid / methanol / 1.5 h / 20 °C / Inert atmosphere

11.1: dmap; pyridine / 22 h / 60 °C / Inert atmosphere

12.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C / Inert atmosphere

12.2: 0.5 h / 0 - 20 °C / Inert atmosphere

13.1: toluene-4-sulfonic acid / methanol; dichloromethane / 3.5 h / 20 °C / Inert atmosphere

14.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 0.5 h / 20 °C / Inert atmosphere; Reflux

With pyridine; methanol; dmap; sodium tetrahydroborate; sodium hydride; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; ozone; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; o-xylene; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil; 5.1: |Horner-Wadsworth-Emmons Olefination / 8.1: |Overman Rearrangement;

DOI:10.1016/j.tetasy.2014.04.002

Reference yield:

C14H18O4 (866772-34-1) → C27H27NO5 (1611460-21-9)

Guidance literature:

Multi-step reaction with 10 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.42 h / -10 - 0 °C / Inert atmosphere

1.2: 1.5 h / 0 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / -50 - -30 °C / Inert atmosphere

3.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3.2: 0.5 h / 0 °C / Inert atmosphere

4.1: potassium carbonate / o-xylene / 1.5 h / 150 °C / Sealed tube; Inert atmosphere; Microwave irradiation

5.1: ozone / methanol; dichloromethane / 0.25 h / -78 °C

5.2: 0.1 h / -78 - 20 °C / Inert atmosphere

6.1: toluene-4-sulfonic acid / methanol / 1.5 h / 20 °C / Inert atmosphere

7.1: dmap; pyridine / 22 h / 60 °C / Inert atmosphere

8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C / Inert atmosphere

8.2: 0.5 h / 0 - 20 °C / Inert atmosphere

9.1: toluene-4-sulfonic acid / methanol; dichloromethane / 3.5 h / 20 °C / Inert atmosphere

10.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 0.5 h / 20 °C / Inert atmosphere; Reflux

With pyridine; dmap; sodium hydride; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; ozone; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; o-xylene; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil; 1.1: |Horner-Wadsworth-Emmons Olefination / 4.1: |Overman Rearrangement;

DOI:10.1016/j.tetasy.2014.04.002

upstream raw materials:

(4R)-4-[(1'R,2'R)-2'-(benzyloxy)-1',3'-dihydroxypropyl]oxazolidin-2-one

(4R)-4-[(1'R,2'R)-2'-(benzyloxy)-1'-hydroxy-3'-(trityloxy)propyl]oxazolidin-2-one

(4R)-3-benzyl-4-[(1'R,2'R)-1',2'-bis(benzyloxy)-3'-(trityloxy)propyl]oxazolidin-2-one

(4R)-3-benzyl-4-[(1'R,2'R)-1',2'-bis(benzyloxy)-3'-hydroxypropyl]oxazolidin-2-one

Downstream raw materials:

(4R)-3-benzyl-4-[(1'R,2'R,3'E)-1',2'-bis(benzyloxy)hexadec-3'-en-1'-yl]oxazolidin-2-one

(4R)-3-benzyl-4-[(1'R,2'R,3'Z)-1',2'-bis(benzyloxy)hexadec-3'-en-1'-yl]oxazolidin-2-one