(4R)-4-(diphenylmethyl)-3-[(3R)-3-(ethoxycarbonyl)-4-(3'-methoxyphenyl)]butanoyl-2-oxazolidinone

Base Information

• Chemical Name: (4R)-4-(diphenylmethyl)-3-[(3R)-3-(ethoxycarbonyl)-4-(3'-methoxyphenyl)]butanoyl-2-oxazolidinone
• CAS No.: 403656-65-5
• Molecular Formula: C₃₀H₃₁NO₆
• Molecular Weight: 501.579
• Mol file: 403656-65-5.mol

Synonyms:(4R)-4-(diphenylmethyl)-3-[(3R)-3-(ethoxycarbonyl)-4-(3'-methoxyphenyl)]butanoyl-2-oxazolidinone

Chemical Property of (4R)-4-(diphenylmethyl)-3-[(3R)-3-(ethoxycarbonyl)-4-(3'-methoxyphenyl)]butanoyl-2-oxazolidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R)-4-(diphenylmethyl)-3-[(3R)-3-(ethoxycarbonyl)-4-(3'-methoxyphenyl)]butanoyl-2-oxazolidinone

There total 1 articles about (4R)-4-(diphenylmethyl)-3-[(3R)-3-(ethoxycarbonyl)-4-(3'-methoxyphenyl)]butanoyl-2-oxazolidinone 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: 71.0%

triethyl borane (97-94-9) + 1-bromomethyl-3-methoxybenzene (874-98-6) + (E)-(4R)-3-(3-ethoxycarbonyl-2-propenoyl)-4-diphenyl-methyl-2-oxazolidinone (187929-04-0) → (4R)-4-(diphenylmethyl)-3-[(3R)-3-(ethoxycarbonyl)]pentanoyl-2-oxazolidinone + (4R)-4-(diphenylmethyl)-3-[(3R)-3-(ethoxycarbonyl)-4-(3'-methoxyphenyl)]butanoyl-2-oxazolidinone (403656-65-5)

Guidance literature:

With samarium(II) triflate; oxygen; tri-n-butyl-tin hydride; In tetrahydrofuran; hexane; dichloromethane; at -78 ℃; for 3h;

DOI:10.1021/jo015501x

Reference yield: 50.0%

3-methoxybenzyl iodide (90110-63-7) + (4R)-4-(diphenylmethyl)-3-[(3R)-3-(ethoxycarbonyl)-4-(3'-methoxyphenyl)]butanoyl-2-oxazolidinone (403656-65-5) → (R)-4-(diphenylmethyl)-3-[(2R,3R)-2-(3'-methoxyphenyl)methyl-3-(ethoxycarbonyl)-4-(3'-methoxyphenyl)]butanoyl-2-oxazolidinone (403656-69-9)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at -54 ℃; for 26h;

DOI:10.1021/jo015501x

Reference yield:

(4R)-4-(diphenylmethyl)-3-[(3R)-3-(ethoxycarbonyl)-4-(3'-methoxyphenyl)]butanoyl-2-oxazolidinone (403656-65-5) → (3R,4R)-3,4-bis<(3-methoxyphenyl)methyl>dihydro-2(3H)-furanone (80704-91-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 50 percent / NaHMDS / tetrahydrofuran / 26 h / -54 °C

2.1: LiOH*H₂O / tetrahydrofuran; H₂O / 0.03 h / 0 °C

2.2: 88 percent / H₂O₂ / tetrahydrofuran; H₂O / 3 h / 0 °C

3.1: LiBH₄; MeOH / diethyl ether / 24 h / 20 °C

4.1: 126 mg / p-toluenesulfonic acid / benzene / 4 h / Heating

With methanol; lithium hydroxide; lithium borohydride; sodium hexamethyldisilazane; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; water; benzene;

DOI:10.1021/jo015501x

upstream raw materials:

triethyl borane

1-bromomethyl-3-methoxybenzene

(E)-(4R)-3-(3-ethoxycarbonyl-2-propenoyl)-4-diphenyl-methyl-2-oxazolidinone

Downstream raw materials:

(R)-4-(diphenylmethyl)-3-[(2R,3R)-2-(3'-methoxyphenyl)methyl-3-(ethoxycarbonyl)-4-(3'-methoxyphenyl)]butanoyl-2-oxazolidinone

(3R,4R)-3,4-bis<(3-methoxyphenyl)methyl>dihydro-2(3H)-furanone

(2R,3R)-2,3-bis-(3'-methoxybenzyl)succininc acid 4-ethyl ester