(R)-((R)-5-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)hexan-3-yl) 2-methoxy-2-phenylacetate

Base Information

• Chemical Name: (R)-((R)-5-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)hexan-3-yl) 2-methoxy-2-phenylacetate
• CAS No.: 1305318-12-0
• Molecular Formula: C₂₂H₂₈N₄O₅
• Molecular Weight: 428.488
• Mol file: 1305318-12-0.mol

Synonyms:

Chemical Property of (R)-((R)-5-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)hexan-3-yl) 2-methoxy-2-phenylacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-((R)-5-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)hexan-3-yl) 2-methoxy-2-phenylacetate

There total 6 articles about (R)-((R)-5-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)hexan-3-yl) 2-methoxy-2-phenylacetate 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: 23.0%

1-(4-hydroxyhexyl)-3,7-dimethyl-1H-purine-2,6(2H,6H)-dione (1305318-13-1) + (R)-methoxyphenylacetic acid (3966-32-3) → (R)-((R)-5-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)hexan-3-yl) 2-methoxy-2-phenylacetate (1305318-12-0)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/ja200551y

Reference yield:

theobromine / (83-67-0) → (R)-((R)-5-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)hexan-3-yl) 2-methoxy-2-phenylacetate (1305318-12-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / dimethyl sulfoxide / 0.33 h / 60 °C / Inert atmosphere

1.2: 60 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / 0 - 20 °C / Inert atmosphere

3.1: TEMPO on colloidal silica; [bis(acetoxy)iodo]benzene / dichloromethane / 2 h / 20 °C / Inert atmosphere

4.1: tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere

5.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Inert atmosphere

With dmap; lithium aluminium tetrahydride; [bis(acetoxy)iodo]benzene; TEMPO on colloidal silica; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

DOI:10.1021/ja200551y

Reference yield:

1-(4-hydroxy-butyl)-3,7-dimethyl-3,7-dihydro-purine-2,6-dione (75587-07-4) → (R)-((R)-5-(3,7-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)hexan-3-yl) 2-methoxy-2-phenylacetate (1305318-12-0)

Guidance literature:

Multi-step reaction with 3 steps

1: TEMPO on colloidal silica; [bis(acetoxy)iodo]benzene / dichloromethane / 2 h / 20 °C / Inert atmosphere

2: tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere

3: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Inert atmosphere

With dmap; [bis(acetoxy)iodo]benzene; TEMPO on colloidal silica; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja200551y

upstream raw materials:

1-(4-hydroxy-butyl)-3,7-dimethyl-3,7-dihydro-purine-2,6-dione

1-(4-hydroxyhexyl)-3,7-dimethyl-1H-purine-2,6(2H,6H)-dione

(R)-methoxyphenylacetic acid

theobromine /