2,5-dichloro-N-{2-oxo-2-[2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]dec-4-yl)-pyrrolidin-1-yl]-ethyl}-benzamide

Base Information

• Chemical Name: 2,5-dichloro-N-{2-oxo-2-[2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]dec-4-yl)-pyrrolidin-1-yl]-ethyl}-benzamide
• CAS No.: 934480-31-6
• Molecular Formula: C₂₃H₂₉BCl₂N₂O₄
• Molecular Weight: 479.211
• Mol file: 934480-31-6.mol

Synonyms:

Chemical Property of 2,5-dichloro-N-{2-oxo-2-[2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]dec-4-yl)-pyrrolidin-1-yl]-ethyl}-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,5-dichloro-N-{2-oxo-2-[2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]dec-4-yl)-pyrrolidin-1-yl]-ethyl}-benzamide

There total 3 articles about 2,5-dichloro-N-{2-oxo-2-[2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]dec-4-yl)-pyrrolidin-1-yl]-ethyl}-benzamide 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:

(1S,2S,3R,5S)-pinanediol L-proline boronate hydrochloride (149716-72-3) → 2,5-dichloro-N-{2-oxo-2-[2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-pyrrolidin-1-yl]-ethyl}-benzamide (934480-31-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide*HCl; HOBt; DIPEA / CH₂Cl₂

2: HCl / dioxane

3: 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide*HCl; HOBt; DIPEA / CH₂Cl₂

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane;

DOI:10.1016/j.bmcl.2006.11.072

Reference yield:

{2-oxo-2-[2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-pyrrolidin-1-yl]-ethyl}-carbamic acid tert-butyl ester (919102-86-6) → 2,5-dichloro-N-{2-oxo-2-[2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-pyrrolidin-1-yl]-ethyl}-benzamide (934480-31-6)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / dioxane

2: 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide*HCl; HOBt; DIPEA / CH₂Cl₂

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane;

DOI:10.1016/j.bmcl.2006.11.072

Reference yield:

2-amino-1-[2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-pyrrolidin-1-yl]-ethanone; hydrochloride + 2,5-dichlorobenzoic acid (50-79-3) → 2,5-dichloro-N-{2-oxo-2-[2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-pyrrolidin-1-yl]-ethyl}-benzamide (934480-31-6)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/j.bmcl.2006.11.072

upstream raw materials:

2,5-dichlorobenzoic acid

(1S,2S,3R,5S)-pinanediol L-proline boronate hydrochloride

{2-oxo-2-[2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]dec-4-yl)-pyrrolidin-1-yl]-ethyl}-carbamic acid tert-butyl ester