(3R,4S,5S)-tert-butyl 3-Methoxy-5-Methyl-4-(MethylaMino)heptanoate hydroc hloride

Base Information

• Chemical Name: (3R,4S,5S)-tert-butyl 3-Methoxy-5-Methyl-4-(MethylaMino)heptanoate hydroc hloride
• CAS No.: 120205-48-3
• Molecular Formula: C14H29NO3.ClH
• Molecular Weight: 295.85
• Mol file: 120205-48-3.mol

Synonyms:(3R,4S,5S)-tert-butyl 3-Methoxy-5-Methyl-4-(MethylaMino)heptanoate hydroc hloride

Chemical Property of (3R,4S,5S)-tert-butyl 3-Methoxy-5-Methyl-4-(MethylaMino)heptanoate hydroc hloride

Chemical Property:

• PSA: 47.56000
• LogP: 3.56020
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

(3R,4S,5S)-tert-butyl3-methoxy-5-methyl-4-(methylamino)heptanoatehydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (3R,4S,5S)-3-Methoxy-5-methyl-4-(methylamino)heptanoic Acid 1,1-Dimethylethyl Ester is an β-methoxy-γ-amino acid component of dolastatin 10, an antineoplastic agent.

Technology Process of (3R,4S,5S)-tert-butyl 3-Methoxy-5-Methyl-4-(MethylaMino)heptanoate hydroc hloride

There total 24 articles about (3R,4S,5S)-tert-butyl 3-Methoxy-5-Methyl-4-(MethylaMino)heptanoate hydroc hloride 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: 92.0%

tert-Butyl (3R,4S,5S)-3-methoxy-4--5-methylheptanoate (120205-58-5) → tert-Butyl (3R,4S,5S)-3-methoxy-4-(N-methylamino)-5-methylheptanoate hydrochloride (120205-48-3)

Guidance literature:

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In methanol; for 3h; under 2327.23 Torr; Inert atmosphere;

Reference yield: 87.0%

tert-butyl (3R,4S,5S)-4-[benzyl(methyl)amino]-3-methoxy-5-methyl heptanoate (870640-64-5) → tert-Butyl (3R,4S,5S)-3-methoxy-4-(N-methylamino)-5-methylheptanoate hydrochloride (120205-48-3)

Guidance literature:

With hydrogenchloride; hydrogen; palladium 10% on activated carbon; In ethanol; water; at 20 ℃; for 18h;

Reference yield:

acetic acid tert-butyl ester (540-88-5) → tert-Butyl (3R,4S,5S)-3-methoxy-4-(N-methylamino)-5-methylheptanoate hydrochloride (120205-48-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.)lithium diisopropylamide / 2.) THF, -78 deg C, 45 min

2: 67 percent / BF₃*Et₂O

3: 1.) H₂, 2.) HCl / 1.) 5percent Pd/C / 1.) ethyl acetate, methanol, 1 day, 2.) ether, -60 deg C

With hydrogenchloride; boron trifluoride diethyl etherate; hydrogen; lithium diisopropyl amide; palladium on activated charcoal;

DOI:10.1021/ja00196a061

upstream raw materials:

tert-Butyl (3S,4S,5S)-3-methoxy-4--5-methylheptanoate

acetic acid tert-butyl ester

N-Cbz-L-Isoleucine

tert-Butyl (3S,4S,5S)-3-hydroxy-4--5-methylheptanoate

Downstream raw materials:

tert-butyl (3R,4S,5S)-4-[(2S)-2-[[(benzyloxy)carbonyl]amino]-N,3-dimethylbutanamido]-3-methoxy-5-methylheptanoate

dolastatin 10

(3R,4S,5S)-tert-butyl 4-((S)-2-((S)-2-(dimethylamino)-3-methylbutanamido)-N,3-dimethylbutanamido)-3-methoxy-5-methylheptanoate

methyl (S)-2-((2R,3R)-3-((S)-1-((3R,4S,5S)-4-((S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-N,3-dimethylbutanamido)-3-methoxy-5-methylheptanoyl)pyrrolidin-2-yl)-3-methoxy-2-methylpropanamido)-3-phenylpropanoate

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