2-methoxy-3-[(R)-2-(2-oxo-butyrylamino)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0(2,6)]dec-4-yl)-ethyl]-benzoic acid tert-butyl ester

Base Information

Chemical Name:2-methoxy-3-[(R)-2-(2-oxo-butyrylamino)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0(2,6)]dec-4-yl)-ethyl]-benzoic acid tert-butyl ester
CAS No.:1256337-16-2
Molecular Formula:C₂₈H₄₀BNO₇
Molecular Weight:513.439
Hs Code.:

Synonyms:2-methoxy-3-[(R)-2-(2-oxo-butyrylamino)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0(2,6)]dec-4-yl)-ethyl]-benzoic acid tert-butyl ester

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Chemical Property of 2-methoxy-3-[(R)-2-(2-oxo-butyrylamino)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0(2,6)]dec-4-yl)-ethyl]-benzoic acid tert-butyl ester

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Technology Process of 2-methoxy-3-[(R)-2-(2-oxo-butyrylamino)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0(2,6)]dec-4-yl)-ethyl]-benzoic acid tert-butyl ester

There total 5 articles about 2-methoxy-3-[(R)-2-(2-oxo-butyrylamino)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0(2,6)]dec-4-yl)-ethyl]-benzoic 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: 31.0%

: 600-18-0
2-Oxobutyric acid

: 1310358-72-5
3-[(2R)-amino-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0(2,6)]dec-4-yl)-ethyl]-2-methoxy-benzoic acid tert-butyl ester

: 1256337-16-2
2-methoxy-3-[(R)-2-(2-oxo-butyrylamino)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0(2,6)]dec-4-yl)-ethyl]-benzoic acid tert-butyl ester

Guidance literature:: 2-Oxobutyric acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃;

3-[(2R)-amino-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0(2,6)]dec-4-yl)-ethyl]-2-methoxy-benzoic acid tert-butyl ester; With 4-methyl-morpholine; at 20 ℃; for 2h; Cooling with ice bath;

Reference yield:

: 913836-10-9
3-(dihydroxyboranyl)-2-methoxybenzoic acid

: 1256337-16-2
2-methoxy-3-[(R)-2-(2-oxo-butyrylamino)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0(2,6)]dec-4-yl)-ethyl]-benzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: sulfuric acid / 1,4-dioxane; water / 18 h / 0 - 20 °C / Sealed tube

2.1: tetrahydrofuran / 1 h / 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / -100 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran; hexane / -100 °C / Inert atmosphere; Cooling with methanol-dry ice

4.2: 1.25 h / -100 °C / Inert atmosphere; Cooling with methanol-dry ice; Cooling with ice bath

4.3: -78 - 20 °C / Inert atmosphere

5.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 20 °C

5.2: 2 h / 20 °C / Cooling with ice bath

With n-butyllithium; oxalyl dichloride; sulfuric acid; N,N-dimethyl-formamide; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water;

Reference yield:

: 1155425-66-3
tert-butyl 3-dihydroxyboro-2-methoxybenzoate

: 1256337-16-2
2-methoxy-3-[(R)-2-(2-oxo-butyrylamino)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0(2,6)]dec-4-yl)-ethyl]-benzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 1 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / -100 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / -100 °C / Inert atmosphere; Cooling with methanol-dry ice

3.2: 1.25 h / -100 °C / Inert atmosphere; Cooling with methanol-dry ice; Cooling with ice bath

3.3: -78 - 20 °C / Inert atmosphere

4.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 20 °C

4.2: 2 h / 20 °C / Cooling with ice bath

With n-butyllithium; oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; hexane; dichloromethane;