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

Base Information

• Chemical Name: 3-<3(R)-<3-(tert-butyloxycarbonyl)-2,2-dimethyl-4(S)-phenylmethyl-5(R)-oxazolidinyl>-3-hydroxy-2(R)-phenylmethyl-1-oxopropyl>-4(R)-methyl-5(S)-phenyl-2-oxazolidinone
• CAS No.: 134458-67-6
• Molecular Formula: C₃₇H₄₄N₂O₇
• Molecular Weight: 628.766
• Mol file: 134458-67-6.mol

Synonyms:

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

There total 1 articles about 3-<3(R)-<3-(tert-butyloxycarbonyl)-2,2-dimethyl-4(S)-phenylmethyl-5(R)-oxazolidinyl>-3-hydroxy-2(R)-phenylmethyl-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:

(4S,5S)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4-benzyl-5-formyl-1,3-oxazolidine (134458-64-3) + (4R,5S)-3-(3-phenylpropionyl)-4-methyl-5-phenyl-oxazolidin-2-one (95841-14-8) → 3-<3(R)-<3-(tert-butyloxycarbonyl)-2,2-dimethyl-4(S)-phenylmethyl-5(R)-oxazolidinyl>-3-hydroxy-2(R)-phenylmethyl-1-oxopropyl>-4(R)-methyl-5(S)-phenyl-2-oxazolidinone (134458-67-6)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1021/jm00112a005

Reference yield:

3-<3(R)-<3-(tert-butyloxycarbonyl)-2,2-dimethyl-4(S)-phenylmethyl-5(R)-oxazolidinyl>-3-hydroxy-2(R)-phenylmethyl-1-oxopropyl>-4(R)-methyl-5(S)-phenyl-2-oxazolidinone (134458-67-6) → 3(R)-<3-(tert-butyloxycarbonyl)-4(S)-phenylmethyl-2,2-dimethyl-5(R)-oxazolidinyl>-3-hydroxy-2(R)-(phenylmethyl)propanoic acid (134458-71-2)

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)-2,2-dimethyl-4(S)-phenylmethyl-5(R)-oxazolidinyl>-3-hydroxy-2(R)-phenylmethyl-1-oxopropyl>-4(R)-methyl-5(S)-phenyl-2-oxazolidinone (134458-67-6) → {(S)-1-[(4R,5R)-2,2-Dimethyl-5-((R)-1-{(1S,2S)-2-methyl-1-[(pyridin-2-ylmethyl)-carbamoyl]-butylcarbamoyl}-2-phenyl-ethyl)-[1,3]dioxolan-4-yl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 3 steps

1: 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

3: diisopropylethylamine, diethylphosphoryl cyanide / CH₂Cl₂ / 14 h / Ambient temperature

With lithium hydroxide; diethylphosphoryl cyanide; camphor-10-sulfonic acid; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; acetone; In methanol; dichloromethane;

DOI:10.1021/jm00112a005

upstream raw materials:

(4S,5S)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4-benzyl-5-formyl-1,3-oxazolidine

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

Downstream raw materials:

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

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