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

Base Information

• Chemical Name: (4S)-(S)-1-(benzyloxy)-4-methyl-1-oxopentan-2-yl 4-((tert-butoxycarbonyl)amino)-3-hydroxy-2,2,6-trimethylheptanoate
• CAS No.: 1599436-52-8
• Molecular Formula: C₂₈H₄₅NO₇
• Molecular Weight: 507.668
• Mol file: 1599436-52-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about (4S)-(S)-1-(benzyloxy)-4-methyl-1-oxopentan-2-yl 4-((tert-butoxycarbonyl)amino)-3-hydroxy-2,2,6-trimethylheptanoate 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: 72.0%

(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) → (4S)-(S)-1-(benzyloxy)-4-methyl-1-oxopentan-2-yl 4-((tert-butoxycarbonyl)amino)-3-hydroxy-2,2,6-trimethylheptanoate (1599436-52-8)

Guidance literature:

With hydrogenchloride; In water; ethyl acetate; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ol500484f

Reference yield:

C18H33NO4 (1599436-56-2) → (4S)-(S)-1-(benzyloxy)-4-methyl-1-oxopentan-2-yl 4-((tert-butoxycarbonyl)amino)-3-hydroxy-2,2,6-trimethylheptanoate (1599436-52-8)

Guidance literature:

Multi-step reaction with 3 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

3.1: hydrogenchloride / ethyl acetate; water / 18 h / 20 °C / Inert atmosphere

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

DOI:10.1021/ol500484f

Reference yield:

(4S)-tert-butyl 4-isobutyl-2,2-dimethyl-5-(2-methylbut-3-en-2-yl)oxazolidine-3-carboxylate (1599436-49-3) → (4S)-(S)-1-(benzyloxy)-4-methyl-1-oxopentan-2-yl 4-((tert-butoxycarbonyl)amino)-3-hydroxy-2,2,6-trimethylheptanoate (1599436-52-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; dichloromethane / 18 h / 20 °C / Inert atmosphere

1.2: 0.5 h / 20 °C / Inert atmosphere

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

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

3.2: 40 h / 20 °C / Inert atmosphere

4.1: hydrogenchloride / ethyl acetate; water / 18 h / 20 °C / Inert atmosphere

With hydrogenchloride; dmap; sodium chlorite; osmium(VIII) oxide; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; 2-methyl-6-nitrobenzoic anhydride; 4-methylmorpholine N-oxide; triethylamine; In dichloromethane; water; ethyl acetate; tert-butyl alcohol;

DOI:10.1021/ol500484f

upstream raw materials:

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

(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

Downstream raw materials:

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