[(3R)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]acetic acid

Base Information

• Chemical Name: [(3R)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]acetic acid
• CAS No.: 896746-87-5
• Molecular Formula: C₂₄H₃₀N₂O₄Si
• Molecular Weight: 438.599
• Mol file: 896746-87-5.mol

Synonyms:[(3R)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]acetic acid

Chemical Property of [(3R)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(3R)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]acetic acid

There total 6 articles about [(3R)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]acetic 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:

(R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one (896746-85-3) → [(3R)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]acetic acid (896746-87-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.5 h / 20 °C

1.2: 78 percent / dimethylformamide / 5 h / 20 °C

2.1: 82 percent / aq. LiOH / methanol / 6 h / 0 - 20 °C

With lithium hydroxide; sodium hydride; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm060405f

Reference yield:

(R)-4-(2-benzoyl-phenylcarbamoyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (896746-83-1) → [(3R)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]acetic acid (896746-87-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 85 percent / HCl / methanol / 7 h / Heating

2.1: 87 percent / imidazole / CH₂Cl₂ / 12 h / 20 °C

3.1: NaH / dimethylformamide / 0.5 h / 20 °C

3.2: 78 percent / dimethylformamide / 5 h / 20 °C

4.1: 82 percent / aq. LiOH / methanol / 6 h / 0 - 20 °C

With 1H-imidazole; hydrogenchloride; lithium hydroxide; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm060405f

Reference yield:

(R)-3-hydroxymethyl-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one (896746-84-2) → [(3R)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]acetic acid (896746-87-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 87 percent / imidazole / CH₂Cl₂ / 12 h / 20 °C

2.1: NaH / dimethylformamide / 0.5 h / 20 °C

2.2: 78 percent / dimethylformamide / 5 h / 20 °C

3.1: 82 percent / aq. LiOH / methanol / 6 h / 0 - 20 °C

With 1H-imidazole; lithium hydroxide; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm060405f

upstream raw materials:

(R)-3-hydroxymethyl-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one

(R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one

(R)-4-(2-benzoyl-phenylcarbamoyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

tert-butyldimethylsilyl chloride

Downstream raw materials:

(R,E)-methyl4-(2-(3((4-chloro-2-(trifluoromethyl)phenylcarbamoyloxy)methyl)-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-1-yl)acetamido)but-2-enoate

{(3R)-1-[2-(allylamino)-2-oxoethyl]2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl}methyl[4-chloro-2-(trifluoromethyl)phenyl]carbamate