(4S)-tert-butyl 5-(1-(((S)-1-(benzyloxy)-4-methyl-1-oxopentan-2-yl)oxy)-2-methyl-1-oxopropan-2-yl)-4-isobutyl-2,2-dimethyloxazolidine-3-carboxylate

Base Information

• Chemical Name: (4S)-tert-butyl 5-(1-(((S)-1-(benzyloxy)-4-methyl-1-oxopentan-2-yl)oxy)-2-methyl-1-oxopropan-2-yl)-4-isobutyl-2,2-dimethyloxazolidine-3-carboxylate
• CAS No.: 1599436-51-7
• Molecular Formula: C₃₁H₄₉NO₇
• Molecular Weight: 547.733

Synonyms:(4S)-tert-butyl 5-(1-(((S)-1-(benzyloxy)-4-methyl-1-oxopentan-2-yl)oxy)-2-methyl-1-oxopropan-2-yl)-4-isobutyl-2,2-dimethyloxazolidine-3-carboxylate

Chemical Property of (4S)-tert-butyl 5-(1-(((S)-1-(benzyloxy)-4-methyl-1-oxopentan-2-yl)oxy)-2-methyl-1-oxopropan-2-yl)-4-isobutyl-2,2-dimethyloxazolidine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of (4S)-tert-butyl 5-(1-(((S)-1-(benzyloxy)-4-methyl-1-oxopentan-2-yl)oxy)-2-methyl-1-oxopropan-2-yl)-4-isobutyl-2,2-dimethyloxazolidine-3-carboxylate

There total 5 articles about (4S)-tert-butyl 5-(1-(((S)-1-(benzyloxy)-4-methyl-1-oxopentan-2-yl)oxy)-2-methyl-1-oxopropan-2-yl)-4-isobutyl-2,2-dimethyloxazolidine-3-carboxylate 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: 93.0%

2-((4S)-3-(tert-butoxycarbonyl)-4-isobutyl-2,2-dimethyloxazolidin-5-yl)-2-methylpropanoic acid (1599436-50-6) + benzyl (2S)-2-hydroxy-4-methylpentanoate (37755-48-9,40298-04-2) → (4S)-tert-butyl 5-(1-(((S)-1-(benzyloxy)-4-methyl-1-oxopentan-2-yl)oxy)-2-methyl-1-oxopropan-2-yl)-4-isobutyl-2,2-dimethyloxazolidine-3-carboxylate (1599436-51-7)

Guidance literature:

2-((4S)-3-(tert-butoxycarbonyl)-4-isobutyl-2,2-dimethyloxazolidin-5-yl)-2-methylpropanoic acid; With dmap; 2-methyl-6-nitrobenzoic anhydride; triethylamine; at 20 ℃; for 0.25h; Inert atmosphere;

benzyl (2S)-2-hydroxy-4-methylpentanoate; In dichloromethane; at 20 ℃; for 40h; Inert atmosphere;

DOI:10.1021/ol500484f

Reference yield:

N-tert-butoxycarbonyl-L-leucine methyl ester (63096-02-6) → (4S)-tert-butyl 5-(1-(((S)-1-(benzyloxy)-4-methyl-1-oxopentan-2-yl)oxy)-2-methyl-1-oxopropan-2-yl)-4-isobutyl-2,2-dimethyloxazolidine-3-carboxylate (1599436-51-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: diisobutylaluminium hydride / hexane; toluene / 0.18 h / -78 °C / Inert atmosphere

2.1: montmorrolonite K₁₀ / water; dichloromethane / 20 °C / Inert atmosphere

3.1: sodium sulfate; toluene-4-sulfonic acid / dichloromethane / 20 °C / Inert atmosphere

4.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; dichloromethane / 18 h / 20 °C / Inert atmosphere

4.2: 0.5 h / 20 °C / Inert atmosphere

5.1: sodium dihydrogen phosphate monohydrate; sodium chlorite; 2-methyl-but-2-ene / tert-butyl alcohol; water / 18 h / 20 °C / Inert atmosphere

6.1: dmap; triethylamine; 2-methyl-6-nitrobenzoic anhydride / 0.25 h / 20 °C / Inert atmosphere

6.2: 40 h / 20 °C / Inert atmosphere

With dmap; sodium chlorite; osmium(VIII) oxide; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; 2-methyl-6-nitrobenzoic anhydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; sodium sulfate; triethylamine; In hexane; dichloromethane; water; toluene; tert-butyl alcohol;

DOI:10.1021/ol500484f

Reference yield:

C18H33NO4 (1599436-56-2) → (4S)-tert-butyl 5-(1-(((S)-1-(benzyloxy)-4-methyl-1-oxopentan-2-yl)oxy)-2-methyl-1-oxopropan-2-yl)-4-isobutyl-2,2-dimethyloxazolidine-3-carboxylate (1599436-51-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium dihydrogen phosphate monohydrate; sodium chlorite; 2-methyl-but-2-ene / tert-butyl alcohol; water / 18 h / 20 °C / Inert atmosphere

2.1: dmap; triethylamine; 2-methyl-6-nitrobenzoic anhydride / 0.25 h / 20 °C / Inert atmosphere

2.2: 40 h / 20 °C / Inert atmosphere

With dmap; sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; 2-methyl-6-nitrobenzoic anhydride; triethylamine; In water; tert-butyl alcohol;

DOI:10.1021/ol500484f

upstream raw materials:

N-tert-butoxycarbonyl-L-leucine methyl ester

tert-butyl ((4S,5S)-5-hydroxy-2,6,6-trimethyloct-7-en-4-yl)-carbamate

(4S)-tert-butyl 4-isobutyl-2,2-dimethyl-5-(2-methylbut-3-en-2-yl)oxazolidine-3-carboxylate

C₁₈H₃₃NO₄

Downstream raw materials:

(4S)-(S)-1-(benzyloxy)-4-methyl-1-oxopentan-2-yl 4-((tert-butoxycarbonyl)amino)-3-hydroxy-2,2,6-trimethylheptanoate

(S)-(S)-1-(benzyloxy)-4-methyl-1-oxopentan-2-yl 4-((tert-butoxycarbonyl)amino)-2,2,6-trimethyl-3-oxoheptanoate

(S)-(5S,8S,11S,12R,15S)-11-(((benzyloxy)carbonyl)amino)-5-((S)-sec-butyl)-2,2,8,12,17-pentamethyl-4,7,10,14-tetraoxo-3,6,9,13-tetraoxaoctadecan-15-yl 4-((tertbutoxycarbonyl)amino)-2,2,6-trimethyl-3-oxoheptanoate

C₃₇H₅₆N₂O₁₃*C₂HF₃O₂

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