3-{[(Tert-butoxy)carbonyl]amino}-2-hydroxy-5-methylhexanoic acid

Base Information

Chemical Name:3-{[(Tert-butoxy)carbonyl]amino}-2-hydroxy-5-methylhexanoic acid
CAS No.:77119-88-1
Molecular Formula:C₁₂H₂₃NO₅
Molecular Weight:261.318
Hs Code.:
DSSTox Substance ID:DTXSID401152373

Synonyms:77119-88-1;3-{[(tert-butoxy)carbonyl]amino}-2-hydroxy-5-methylhexanoic acid;SCHEMBL5707293;(2S,3S)-3-{[(tert-butoxy)carbonyl]amino}-2-hydroxy-5-methylhexanoic acid;DTXSID401152373;EN300-722285;3-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-hydroxy-5-methylhexanoic acid

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3-{[(Tert-butoxy)carbonyl]amino}-2-hydroxy-5-methylhexanoic acid

Chemical Property:

XLogP3:1.6
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:7
Exact Mass:261.15762283
Heavy Atom Count:18
Complexity:295

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C)CC(C(C(=O)O)O)NC(=O)OC(C)(C)C

Technology Process of 3-{[(Tert-butoxy)carbonyl]amino}-2-hydroxy-5-methylhexanoic acid

There total 5 articles about 3-{[(Tert-butoxy)carbonyl]amino}-2-hydroxy-5-methylhexanoic acid 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: 73.0%

: 1070-19-5
N-(tert-butyloxycarbonyl) azide

: 62023-30-7,70853-11-1,70853-17-7,73397-20-3,73397-21-4,75556-30-8
(2RS,3R)-3-Amino-2-hydroxy-5-methylhexanoic Acid

: 73397-25-8,73397-26-9,73397-27-0,73397-28-1,77119-88-1
(2RS,3R)-3-<<(tert-Butyloxy)carbonyl>amino>-2-hydroxy-5-methylhexanoic Acid

Guidance literature:: With triethylamine; In 1,4-dioxane; water; at 25 ℃;
DOI:10.1021/jo01300a004

Reference yield:

: 70853-26-8
(R)-4-methyl-1-oxopentane-2-benzylcarbamate

: 73397-25-8,73397-26-9,73397-27-0,73397-28-1,77119-88-1
(2RS,3R)-3-<<(tert-Butyloxy)carbonyl>amino>-2-hydroxy-5-methylhexanoic Acid

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaHSO₃ / 1.) 5 deg C, overnight, 2.) ethyl acetate, water, room temp., 4 h

2: 90 percent / concentrated HCl / dioxane / 12 h / Heating

3: 73 percent / triethylamine / H₂O; dioxane / 25 °C

With hydrogenchloride; sodium hydrogensulfite; triethylamine; In 1,4-dioxane; water;
DOI:10.1021/jo01300a004

Reference yield:

: 63219-62-5,73397-23-6,73397-24-7,106868-70-6,106868-79-5
[(S)-1-((S)-Cyano-hydroxy-methyl)-3-methyl-butyl]-carbamic acid benzyl ester

: 73397-25-8,73397-26-9,73397-27-0,73397-28-1,77119-88-1
(2RS,3R)-3-<<(tert-Butyloxy)carbonyl>amino>-2-hydroxy-5-methylhexanoic Acid

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / concentrated HCl / dioxane / 12 h / Heating

2: 73 percent / triethylamine / H₂O; dioxane / 25 °C

With hydrogenchloride; triethylamine; In 1,4-dioxane; water;
DOI:10.1021/jo01300a004