((S)-3-Methyl-1-((S)-3-phenyl-2-(pyrazine-2-carboxaMido)propanaMido)butyl)boronic acid

Base Information

Chemical Name:((S)-3-Methyl-1-((S)-3-phenyl-2-(pyrazine-2-carboxaMido)propanaMido)butyl)boronic acid
CAS No.:1132709-14-8
Molecular Formula:C19H25BN4O4
Molecular Weight:384.243
Hs Code.:2934999090
Mol file:1132709-14-8.mol

Synonyms:((S)-3-Methyl-1-((S)-3-phenyl-2-(pyrazine-2-carboxaMido)propanaMido)butyl)boronic acid;Boronic acid, B-[(1S)-3-Methyl-1-[[(2S)-1-oxo-3-phenyl-2-[(2-pyrazinylcarbonyl)aMino]propyl]aMino]butyl]-;(1S,2S)-BortezoMib;N-(2-Pyrazinecarbonyl)-L-phenylalanine-D-leucine boronic anhydride

Suppliers and Price of ((S)-3-Methyl-1-((S)-3-phenyl-2-(pyrazine-2-carboxaMido)propanaMido)butyl)boronic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
(1S,2S)-Bortezomib
1mg
$ 205.00

Alichem
((S)-3-Methyl-1-((S)-3-phenyl-2-(pyrazine-2-carboxamido)propanamido)butyl)boronicacid
1g
$ 3900.80

Alichem
((S)-3-Methyl-1-((S)-3-phenyl-2-(pyrazine-2-carboxamido)propanamido)butyl)boronicacid
250mg
$ 1501.44

Alichem
((S)-3-Methyl-1-((S)-3-phenyl-2-(pyrazine-2-carboxamido)propanamido)butyl)boronicacid
100mg
$ 956.80

Total 15 raw suppliers

Chemical Property of ((S)-3-Methyl-1-((S)-3-phenyl-2-(pyrazine-2-carboxaMido)propanaMido)butyl)boronic acid

Chemical Property:

PSA：131.42000
LogP:2.19560

Purity/Quality:

97% ^*data from raw suppliers

(1S,2S)-Bortezomib ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Uses (1S,2S)-Bortezomib is an isomer of Bortezomib (B675700), proteasome inhibitor. (1S,2S)-Bortezomib has been seen to inhibit serine proteases shown to lower cellular Aβ concentrations, associated with Alzheimer’s or hypertension.

Technology Process of ((S)-3-Methyl-1-((S)-3-phenyl-2-(pyrazine-2-carboxaMido)propanaMido)butyl)boronic acid

There total 15 articles about ((S)-3-Methyl-1-((S)-3-phenyl-2-(pyrazine-2-carboxaMido)propanaMido)butyl)boronic acid 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:

: 114457-94-2,1608986-16-8
(S)-3-phenyl-2[(pyrazine-2-carbonyl)-amino]propionic acid

: 1132709-14-8,1132709-16-0
[(1S)-1-[[(2S)-3-phenyl-2-[(pyrazine-2-carbonyl)amino]-1-oxopropyl]amino]-3-methylbutyl]boronic acid

: 179324-69-7,1132709-16-0
velcade

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; triethylamine / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

2.1: (11bR)-4-(((R)-2'-((triisopropylsilyl)oxy)-[1,1'-binaphthalen]-2-yl)oxy)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine; bis(pinacol)diborane; [Rh(OH)(cod)]2 / acetonitrile / 36 h / 80 °C / Inert atmosphere; Sealed tube

2.2: 12 h / 20 °C / Inert atmosphere

With dmap; [Rh(OH)(cod)]2; (11bR)-4-(((R)-2'-((triisopropylsilyl)oxy)-[1,1'-binaphthalen]-2-yl)oxy)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; bis(pinacol)diborane; In dichloromethane; acetonitrile;
DOI:10.1021/jacs.9b12013

Reference yield:

: 107-85-7
1-amino-3-methylbutane

: 1132709-14-8,1132709-16-0
[(1S)-1-[[(2S)-3-phenyl-2-[(pyrazine-2-carbonyl)amino]-1-oxopropyl]amino]-3-methylbutyl]boronic acid

: 179324-69-7,1132709-16-0
velcade

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; triethylamine / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

2.1: (11bR)-4-(((R)-2'-((triisopropylsilyl)oxy)-[1,1'-binaphthalen]-2-yl)oxy)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine; bis(pinacol)diborane; [Rh(OH)(cod)]2 / acetonitrile / 36 h / 80 °C / Inert atmosphere; Sealed tube

2.2: 12 h / 20 °C / Inert atmosphere

With dmap; [Rh(OH)(cod)]2; (11bR)-4-(((R)-2'-((triisopropylsilyl)oxy)-[1,1'-binaphthalen]-2-yl)oxy)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; bis(pinacol)diborane; In dichloromethane; acetonitrile;
DOI:10.1021/jacs.9b12013

Reference yield:

: 1446194-56-4
(S)-N-(1-(isopentylamino)-1-oxo-3-phenylpropan-2-yl)pyrazine-2-carboxamide

: 98-80-6
phenylboronic acid

: 1132709-14-8,1132709-16-0
[(1S)-1-[[(2S)-3-phenyl-2-[(pyrazine-2-carbonyl)amino]-1-oxopropyl]amino]-3-methylbutyl]boronic acid

: 179324-69-7,1132709-16-0
velcade

Guidance literature:: (S)-N-(1-(isopentylamino)-1-oxo-3-phenylpropan-2-yl)pyrazine-2-carboxamide; With [Rh(OH)(cod)]2; (11bR)-4-(((R)-2'-((triisopropylsilyl)oxy)-[1,1'-binaphthalen]-2-yl)oxy)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine; bis(pinacol)diborane; In acetonitrile; at 80 ℃; for 36h; Inert atmosphere; Sealed tube;

phenylboronic acid; With hydrogenchloride; In methanol; water; pentane; at 20 ℃; for 12h; Overall yield = 31 percent; stereoselective reaction; Inert atmosphere;
DOI:10.1021/jacs.9b12013