(4S,5S)-4-[3-(4,4-Dimethyl-pentyl)-benzyl]-5-((R)-3-hydroxy-2-methyl-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: (4S,5S)-4-[3-(4,4-Dimethyl-pentyl)-benzyl]-5-((R)-3-hydroxy-2-methyl-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
• CAS No.: 181716-96-1
• Molecular Formula: C₂₈H₄₇NO₄
• Molecular Weight: 461.685

Synonyms:(4S,5S)-4-[3-(4,4-Dimethyl-pentyl)-benzyl]-5-((R)-3-hydroxy-2-methyl-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Chemical Property of (4S,5S)-4-[3-(4,4-Dimethyl-pentyl)-benzyl]-5-((R)-3-hydroxy-2-methyl-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5S)-4-[3-(4,4-Dimethyl-pentyl)-benzyl]-5-((R)-3-hydroxy-2-methyl-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

There total 13 articles about (4S,5S)-4-[3-(4,4-Dimethyl-pentyl)-benzyl]-5-((R)-3-hydroxy-2-methyl-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 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: 81.0%

(4S,5S)-5-((R)-3-Benzyloxy-2-methyl-propyl)-4-[3-(4,4-dimethyl-pentyl)-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (181716-29-0) → (4S,5S)-4-[3-(4,4-Dimethyl-pentyl)-benzyl]-5-((R)-3-hydroxy-2-methyl-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (181716-96-1)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1016/S0960-894X(96)00279-X

Reference yield:

1,3-dimethanol benzene (626-18-6) → (4S,5S)-4-[3-(4,4-Dimethyl-pentyl)-benzyl]-5-((R)-3-hydroxy-2-methyl-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (181716-96-1)

Guidance literature:

Multi-step reaction with 14 steps

1: 50 percent / imidazole / CH₂Cl₂

2: 90 percent / MnO₂ / CHCl₃ / Heating

3: 81 percent / n-BuLi / tetrahydrofuran

4: TBAF / tetrahydrofuran

5: H₂ / Pd/C

6: 88 percent / NBS, PPh₃ / CH₂Cl₂ / Ambient temperature

7: 1.) n-BuLi, 2.) HCl, H₂O / 1.) THF, 2.) MeCN

8: NaOH / H₂O; dioxane

9: NaOH / H₂O

10: HNMeOMe, NMM

11: LiAlH₄ / diethyl ether

12: Mg / diethyl ether / 0 °C

13: 73 percent / Ambient temperature

14: 81 percent / H₂ / Pd/C

With 4-methyl-morpholine; 1H-imidazole; hydrogenchloride; manganese(IV) oxide; sodium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; tetrabutyl ammonium fluoride; water; hydrogen; magnesium; triphenylphosphine; N,0-dimethylhydroxylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; chloroform; water;

DOI:10.1016/S0960-894X(96)00279-X

Reference yield:

3-(tert-Butyldimethylsiloxymethyl)benzyl Alcohol (81805-53-0) → (4S,5S)-4-[3-(4,4-Dimethyl-pentyl)-benzyl]-5-((R)-3-hydroxy-2-methyl-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (181716-96-1)

Guidance literature:

Multi-step reaction with 13 steps

1: 90 percent / MnO₂ / CHCl₃ / Heating

2: 81 percent / n-BuLi / tetrahydrofuran

3: TBAF / tetrahydrofuran

4: H₂ / Pd/C

5: 88 percent / NBS, PPh₃ / CH₂Cl₂ / Ambient temperature

6: 1.) n-BuLi, 2.) HCl, H₂O / 1.) THF, 2.) MeCN

7: NaOH / H₂O; dioxane

8: NaOH / H₂O

9: HNMeOMe, NMM

10: LiAlH₄ / diethyl ether

11: Mg / diethyl ether / 0 °C

12: 73 percent / Ambient temperature

13: 81 percent / H₂ / Pd/C

With 4-methyl-morpholine; hydrogenchloride; manganese(IV) oxide; sodium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; tetrabutyl ammonium fluoride; water; hydrogen; magnesium; triphenylphosphine; N,0-dimethylhydroxylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; chloroform; water;

DOI:10.1016/S0960-894X(96)00279-X

upstream raw materials:

(4S,5S)-5-((R)-3-Benzyloxy-2-methyl-propyl)-4-[3-(4,4-dimethyl-pentyl)-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

1,3-dimethanol benzene

3-(tert-Butyldimethylsiloxymethyl)benzyl Alcohol

[3-(4,4-Dimethyl-pentyl)-phenyl]-methanol

Downstream raw materials:

(2R,4S,5S)-5-Amino-6-[3-(4,4-dimethyl-pentyl)-phenyl]-4-hydroxy-2-methyl-hexanoic acid butylamide

(4S,5S)-5-((R)-2-Butylcarbamoyl-propyl)-4-[3-(4,4-dimethyl-pentyl)-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

(4S,5S)-5-((R)-2-Carboxy-propyl)-4-[3-(4,4-dimethyl-pentyl)-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

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