(R)-3-Boc-4-(Methoxymethylcarbamoyl)-2,2-dimethyloxazolidine

Base Information

• Chemical Name: (R)-3-Boc-4-(Methoxymethylcarbamoyl)-2,2-dimethyloxazolidine
• CAS No.: 167102-62-7
• Molecular Formula: C13H24 N2 O5
• Molecular Weight: 288.344
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40455550
• Nikkaji Number: J1.737.577F
• Wikidata: Q82277613
• Mol file: 167102-62-7.mol

Synonyms:167102-62-7;(R)-3-Boc-4-(Methoxymethylcarbamoyl)-2,2-dimethyloxazolidine;(R)-tert-Butyl 4-(methoxy(methyl)carbamoyl)-2,2-dimethyloxazolidine-3-carboxylate;TERT-BUTYL (4R)-4-[METHOXY(METHYL)CARBAMOYL]-2,2-DIMETHYL-1,3-OXAZOLIDINE-3-CARBOXYLATE;MFCD09878778;SCHEMBL6697205;DTXSID40455550;USINQMZZDNKSQW-SECBINFHSA-N;AKOS022172803;AS-37021;CS-0069813;(R)-3-Boc-2,2-dimethyloxazolidine-4-CONMe(OMe);(4R)-2,2-Dimethyl-3-(tert-butoxycarbonyl)-4beta-[methyl(methoxy)carbamoyl]oxazolidine;(R)-tert-Butyl4-(methoxy(methyl)carbamoyl)-2,2-dimethyloxazolidine-3-carboxylate;tert-butyl (R)-4-(methoxy(methyl)carbamoyl)-2,2-dimethyloxazolidine-3-carboxylate;(R)-4-(Methoxy-methyl-carbamoyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Chemical Property of (R)-3-Boc-4-(Methoxymethylcarbamoyl)-2,2-dimethyloxazolidine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.474
• Boiling Point: 349.7°Cat760mmHg
• Flash Point: 165.3°C
• PSA: 68.31000
• Density: 1.118g/cm³
• LogP: 1.31610
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 288.16852187
• Heavy Atom Count: 20
• Complexity: 389

Purity/Quality:

97% ^*data from raw suppliers

(R)-3-Boc-4-(methoxymethylcarbamoyl)-2,2-dimethyloxazolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(N(C(CO1)C(=O)N(C)OC)C(=O)OC(C)(C)C)C
• Isomeric SMILES: CC1(N([C@H](CO1)C(=O)N(C)OC)C(=O)OC(C)(C)C)C

Technology Process of (R)-3-Boc-4-(Methoxymethylcarbamoyl)-2,2-dimethyloxazolidine

There total 9 articles about (R)-3-Boc-4-(Methoxymethylcarbamoyl)-2,2-dimethyloxazolidine 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: 100.0%

2,2-dimethoxy-propane (77-76-9) + tert-butyl N-[(1R)-1-(hydroxymethyl)-2-[methoxy(methyl)amino]-2-oxo-ethyl]carbamate (167102-61-6) → (R)-N,O-isopropylidenyl-2-(N-tert-butyloxycarbonylamino)-3-oxo-propanamide-N,O-dimethyl-hydroxyamine (167102-62-7,1822572-30-4)

Guidance literature:

With boron trifluoride diethyl etherate; In acetone; at 23 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ja406546k

Reference yield: 100.0%

2,2-dimethoxy-propane (77-76-9) + acetone (67-64-1) + tert-butyl N-[(1R)-1-(hydroxymethyl)-2-[methoxy(methyl)amino]-2-oxo-ethyl]carbamate (167102-61-6) → (R)-N,O-isopropylidenyl-2-(N-tert-butyloxycarbonylamino)-3-oxo-propanamide-N,O-dimethyl-hydroxyamine (167102-62-7,1822572-30-4)

Guidance literature:

With boron trifluoride diethyl etherate; at 20 ℃; for 2h;

DOI:10.1002/adsc.201500794

Reference yield: 75.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + methyl [(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]carboxylate (108149-60-6,95715-86-9) → (R)-N,O-isopropylidenyl-2-(N-tert-butyloxycarbonylamino)-3-oxo-propanamide-N,O-dimethyl-hydroxyamine (167102-62-7,1822572-30-4)

Guidance literature:

methyl [(4R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-1,3-oxazolidin-4-yl]carboxylate; With lithium hydrochloride monohydrate; In methanol; water; at 20 ℃; for 4h; Inert atmosphere;

N,O-dimethylhydroxylamine*hydrochloride; With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.3987/COM-09-11834

upstream raw materials:

2,2-dimethoxy-propane

tert-butyl N-[(1R)-1-(hydroxymethyl)-2-[methoxy(methyl)amino]-2-oxo-ethyl]carbamate

(R)-N-tert-butoxycarbonyl serine

di-tert-butyl dicarbonate

Downstream raw materials:

(R)-N,O-isopropylidenyl-4-(N-tert-butyloxycarbonylamino)-3-oxo-2-butanone

(3S,4S)-benzyl N,O-isopropylidenyl-4-(N-tert-butyloxycarbonylamino)-3-methyl-5-oxopentanoate

C₁₈H₂₅NO₆

(5R)-tert-butoxycarbonylamino-(4R)-[hydroxy-(2,4-dimethoxybenzyl)-amino]-(6S)-methoxy-(6S)-methylnon-2-ynoic acid ethyl ester