(R)-Tert-butyl (1,3-dihydroxy-3-methylbutan-2-YL)carbamate

Base Information

• Chemical Name: (R)-Tert-butyl (1,3-dihydroxy-3-methylbutan-2-YL)carbamate
• CAS No.: 473545-40-3
• Molecular Formula: C₁₀H₂₁NO₄
• Molecular Weight: 219.281
• European Community (EC) Number: 807-755-2
• Nikkaji Number: J2.208.801G
• Mol file: 473545-40-3.mol

Synonyms:473545-40-3;(R)-TERT-BUTYL (1,3-DIHYDROXY-3-METHYLBUTAN-2-YL)CARBAMATE;Carbamic acid, [(1R)-2-hydroxy-1-(hydroxymethyl)-2-methylpropyl]-, 1,1-;tert-Butyl (R)-(1,3-dihydroxy-3-methylbutan-2-yl)carbamate;tert-butyl N-[(2R)-1,3-dihydroxy-3-methylbutan-2-yl]carbamate;SCHEMBL3685399;MFCD22690369;AKOS027330669;AS-39124;CS-0036028;(R)-tert-Butyl(1,3-dihydroxy-3-methylbutan-2-yl)carbamate

Chemical Property of (R)-Tert-butyl (1,3-dihydroxy-3-methylbutan-2-YL)carbamate

Chemical Property:

• PSA: 78.79000
• LogP: 1.03380
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 219.14705815
• Heavy Atom Count: 15
• Complexity: 220

Purity/Quality:

97% ^*data from raw suppliers

(R)-tert-Butyl(1,3-Dihydroxy-3-methylbutan-2-yl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (R)-Tert-butyl (1,3-dihydroxy-3-methylbutan-2-YL)carbamate

There total 13 articles about (R)-Tert-butyl (1,3-dihydroxy-3-methylbutan-2-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: 98.0%

methyl (S)-2-(tert-butoxycarbonylamino)-3-hydroxy-3-methylbutanoate (473452-22-1) → tert-butyl N-[(1R)-2-hydroxy-1-(hydroxymethyl)-2-methylpropyl]carbamate (473545-40-3)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 - 20 ℃; for 6.5h;

DOI:10.3987/com-02-9458

Reference yield: 96.0%

tert-butyl (4R)-4-(1-hydroxy-1-methylethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (288159-36-4) → tert-butyl N-[(1R)-2-hydroxy-1-(hydroxymethyl)-2-methylpropyl]carbamate (473545-40-3)

Guidance literature:

With methanol; pyridinium p-toluenesulfonate; at 20 ℃; for 4h;

DOI:10.1002/anie.201004646

Reference yield: 91.0%

methylmagnesium bromide (75-16-1) + 2-(tert-butoxycarbonylamino)-3-hydroxypropionic acid methyl ester (95715-85-8) → tert-butyl N-[(1R)-2-hydroxy-1-(hydroxymethyl)-2-methylpropyl]carbamate (473545-40-3)

Guidance literature:

In diethyl ether; at -78 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.joc.7b02871

upstream raw materials:

methyl (S)-2-(tert-butoxycarbonylamino)-3-hydroxy-3-methylbutanoate

1-methyl-1-[(4R)-2-oxo-1,3-oxazolidin-4-yl]ethyl benzoate

di-tert-butyl dicarbonate

[(2S)-3,3-dimethyloxiran-2-yl]methanol

Downstream raw materials:

(2S)-2-(N-t-butoxycarbonyl)amino-3-methyl-3-hydroxypropan-1-al

N-(tert-butoxycarbonyl)-3-hydroxy-L-valine

methyl (S)-2-(2,4-dinitrophenylsulfonamido)-3-hydroxy-3-methylbutanoate

methyl (S)-1-(2,4-dinitrophenylsulfonyl)-3,3-dimethylaziridine-2-carboxylate