3-<3(R)-<3-(tert-butyloxycarbonyl)-4(S)-(cyclohexylmethyl)-2,2-dimethyl-5(R)-oxazolidinyl>-3-hydroxy-2(R)-isobutyl-1-oxopropyl>-4(R)-methyl-5(S)-phenyl-2-oxazolidinone

Base Information

• Chemical Name: 3-<3(R)-<3-(tert-butyloxycarbonyl)-4(S)-(cyclohexylmethyl)-2,2-dimethyl-5(R)-oxazolidinyl>-3-hydroxy-2(R)-isobutyl-1-oxopropyl>-4(R)-methyl-5(S)-phenyl-2-oxazolidinone
• CAS No.: 134458-65-4
• Molecular Formula: C₃₄H₅₂N₂O₇
• Molecular Weight: 600.796
• Mol file: 134458-65-4.mol

Synonyms:3-<3(R)-<3-(tert-butyloxycarbonyl)-4(S)-(cyclohexylmethyl)-2,2-dimethyl-5(R)-oxazolidinyl>-3-hydroxy-2(R)-isobutyl-1-oxopropyl>-4(R)-methyl-5(S)-phenyl-2-oxazolidinone

Chemical Property of 3-<3(R)-<3-(tert-butyloxycarbonyl)-4(S)-(cyclohexylmethyl)-2,2-dimethyl-5(R)-oxazolidinyl>-3-hydroxy-2(R)-isobutyl-1-oxopropyl>-4(R)-methyl-5(S)-phenyl-2-oxazolidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-<3(R)-<3-(tert-butyloxycarbonyl)-4(S)-(cyclohexylmethyl)-2,2-dimethyl-5(R)-oxazolidinyl>-3-hydroxy-2(R)-isobutyl-1-oxopropyl>-4(R)-methyl-5(S)-phenyl-2-oxazolidinone

There total 1 articles about 3-<3(R)-<3-(tert-butyloxycarbonyl)-4(S)-(cyclohexylmethyl)-2,2-dimethyl-5(R)-oxazolidinyl>-3-hydroxy-2(R)-isobutyl-1-oxopropyl>-4(R)-methyl-5(S)-phenyl-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:

tert-butyl (4S,5R)-4-(cyclohexylmethyl)-5-formyl-2,2-dimethyl-3-oxazolidinecarboxylate (117997-58-7) + (4R,5S)-4-methyl-3-(4-methylpentanoyl)-5-phenyl-oxazolidin-2-one (134458-52-9) → 3-<3(R)-<3-(tert-butyloxycarbonyl)-4(S)-(cyclohexylmethyl)-2,2-dimethyl-5(R)-oxazolidinyl>-3-hydroxy-2(R)-isobutyl-1-oxopropyl>-4(R)-methyl-5(S)-phenyl-2-oxazolidinone (134458-65-4)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1021/jm00112a005

Reference yield: 65.0%

3-<3(R)-<3-(tert-butyloxycarbonyl)-4(S)-(cyclohexylmethyl)-2,2-dimethyl-5(R)-oxazolidinyl>-3-hydroxy-2(R)-isobutyl-1-oxopropyl>-4(R)-methyl-5(S)-phenyl-2-oxazolidinone (134458-65-4) → 3(R)-<3-(tert-butyloxycarbonyl)-4(S)-(cyclohexylmethyl)-2,2-dimethyl-5(R)-oxazolidinyl>-3-hydroxy-2(R)-isobutylpropanoic acid (134458-69-8)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In methanol; for 4h; Ambient temperature;

DOI:10.1021/jm00112a005

Reference yield:

3-<3(R)-<3-(tert-butyloxycarbonyl)-4(S)-(cyclohexylmethyl)-2,2-dimethyl-5(R)-oxazolidinyl>-3-hydroxy-2(R)-isobutyl-1-oxopropyl>-4(R)-methyl-5(S)-phenyl-2-oxazolidinone (134458-65-4) → (R)-2-[(4R,5R)-5-((S)-1-tert-Butoxycarbonylamino-2-cyclohexyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-4-methyl-pentanoic acid

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / aq. hydrogen peroxide, aq. lithium hydroxide / methanol / 4 h / Ambient temperature

2: 1.) camphorsulfonic acid, 2.) acetone / 1.) CH₂Cl₂, RT, 45 min, 2.) CH₂Cl₂, RT, 14 h

With lithium hydroxide; camphor-10-sulfonic acid; dihydrogen peroxide; acetone; In methanol;

DOI:10.1021/jm00112a005

upstream raw materials:

tert-butyl (4S,5R)-4-(cyclohexylmethyl)-5-formyl-2,2-dimethyl-3-oxazolidinecarboxylate

(4R,5S)-4-methyl-3-(4-methylpentanoyl)-5-phenyl-oxazolidin-2-one

Downstream raw materials:

3(R)-<3-(tert-butyloxycarbonyl)-4(S)-(cyclohexylmethyl)-2,2-dimethyl-5(R)-oxazolidinyl>-3-hydroxy-2(R)-isobutylpropanoic acid

(2R,3R,4R,5S)-5-Amino-6-cyclohexyl-3,4-dihydroxy-2-isobutyl-hexanoic acid {(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butyl}-amide

(2R,3R,4R,5S)-6-Cyclohexyl-3,4-dihydroxy-5-{(S)-3-(1H-imidazol-4-yl)-2-[2-(naphthalen-1-yloxy)-acetylamino]-propionylamino}-2-isobutyl-hexanoic acid {(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butyl}-amide