Tert-butyl N-[(3S)-4-methyl-1-oxopentan-3-YL]carbamate

Base Information

• Chemical Name: Tert-butyl N-[(3S)-4-methyl-1-oxopentan-3-YL]carbamate
• CAS No.: 280758-01-2
• Molecular Formula: C₁₁H₂₁NO₃
• Molecular Weight: 215.293
• European Community (EC) Number: 835-643-3
• Mol file: 280758-01-2.mol

Synonyms:280758-01-2;(S)-tert-Butyl (4-methyl-1-oxopentan-3-yl)carbamate;TERT-BUTYL N-[(3S)-4-METHYL-1-OXOPENTAN-3-YL]CARBAMATE;Carbamic acid, [(1S)-2-methyl-1-(2-oxoethyl)propyl]-, 1,1-dimethylethyl ester;EN300-697297;(S)-tert-Butyl(4-methyl-1-oxopentan-3-yl)carbamate;Carbamic acid,[(1S)-2-methyl-1-(2-oxoethyl)propyl]-,1,1-dimethylethyl ester

Chemical Property of Tert-butyl N-[(3S)-4-methyl-1-oxopentan-3-YL]carbamate

Chemical Property:

• Boiling Point: 307.3±25.0 °C(Predicted)
• PKA: 12.03±0.46(Predicted)
• PSA: 0.00000
• Density: 0.976±0.06 g/cm3(Predicted)
• LogP: 0.00000
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 215.15214353
• Heavy Atom Count: 15
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C(CC=O)NC(=O)OC(C)(C)C
• Isomeric SMILES: CC(C)[C@H](CC=O)NC(=O)OC(C)(C)C

Technology Process of Tert-butyl N-[(3S)-4-methyl-1-oxopentan-3-YL]carbamate

There total 9 articles about Tert-butyl N-[(3S)-4-methyl-1-oxopentan-3-YL]carbamate 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%

(R)-3-<(tert-butoxycarbonyl)amino>-4-methylpentanenitrile (172695-23-7) → tert-butyl [(1R)-2-methyl-1-(2-oxoethyl)propyl]carbamate (124754-81-0,280758-01-2,644991-42-4)

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; toluene; at -60 ℃; for 7.5h;

Reference yield:

C12H25NO4 → tert-butyl [(1R)-2-methyl-1-(2-oxoethyl)propyl]carbamate (124754-81-0,280758-01-2,644991-42-4)

Guidance literature:

With sodium periodate; In tetrahydrofuran; water; at 0 - 20 ℃;

DOI:10.1002/cjoc.201200984

Reference yield:

(S)-2-methyl N-((R)-2-methylhex-5-en-3-yl)propane-2-sulfinamide (1072804-64-8) → tert-butyl [(1R)-2-methyl-1-(2-oxoethyl)propyl]carbamate (124754-81-0,280758-01-2,644991-42-4)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogenchloride / 1,4-dioxane; methanol / 2 h / Cooling with ice

2: water / 20 °C / Alkaline conditions

3: osmium(VIII) oxide; 4-methyl-morpholine / water; acetone / 34 h / 20 - 40 °C

4: sodium periodate / tetrahydrofuran; water / 0 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; sodium periodate; osmium(VIII) oxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; acetone;

DOI:10.1002/cjoc.201200984

upstream raw materials:

(R)-3-<(tert-butoxycarbonyl)amino>-4-methylpentanenitrile

(S)-valinol

di-tert-butyl dicarbonate

(S)-2-<(tert-butoxycarbonyl)amino>-3-methylbutan-1-ol

Downstream raw materials:

(3R,6R)-6-ethynyl-4-isopropyl-1,3-oxazaperhydroin-2-one

(4R,6S)-6-ethynyl-4-isopropyl-1,3-oxazaperhydroin-2-one

methyl (2S,4R)-4-{[(2-{(1R,3R)-1-acetoxy-3-[(tert-butoxycarbonyl)amino]-4-methylpentyl}-1,3-thiazol-4-yl)carbonyl]amino}-2-methyl-5-phenylpentanoate

methyl (2S,4R)-4-{[(2-{(6S,9R,11R)-6-[(2S)-butan-2-yl]-9-isopropyl-2,2-dimethyl-4,7,13-trioxo-3,12-dioxa-5,8-diazatetradecan-11-yl}-1,3-thiazol-4-yl)carbonyl]amino}-2-methyl-5-phenylpentanoate