N-Boc-(S)-1-amino-2-propanol

Base Information

• Chemical Name: N-Boc-(S)-1-amino-2-propanol
• CAS No.: 167938-56-9
• Molecular Formula: C8H17NO3
• Molecular Weight: 175.228
• Hs Code.: 2924199090
• European Community (EC) Number: 689-899-4
• DSSTox Substance ID: DTXSID80472786
• Nikkaji Number: J2.114.876H
• Wikidata: Q82301931
• Mol file: 167938-56-9.mol

Synonyms:167938-56-9;N-Boc-(S)-1-amino-2-propanol;(S)-tert-Butyl (2-hydroxypropyl)carbamate;tert-butyl N-[(2S)-2-hydroxypropyl]carbamate;boc-(s)-1-amino-2-propanol;tert-Butyl (S)-(2-hydroxypropyl)carbamate;Carbamic acid, N-[(2S)-2-hydroxypropyl]-, 1,1-dimethylethyl ester;(S)-1-(Boc-amino)-2-propanol;MFCD04974340;SCHEMBL347096;N-Boc-(S)-2-hydroxypropanamine;DTXSID80472786;YNJCFDAODGKHAV-LURJTMIESA-N;Carbamic acid, [(2S)-2-hydroxypropyl]-, 1,1-dimethylethyl ester;AKOS006280523;FS-3906;(S)-tert-butyl 2-hydroxypropylcarbamate;tert-Butyl (2S)-2-hydroxypropylcarbamate;tert-butyl[(2S)-2-hydroxypropyl]carbamate;tert-butyl [(2S)-2-hydroxypropyl]carbamate;EN300-82450;(S)-(2-hydroxy-propyl)-carbamic acid t-butyl ester;J-010412;((S)-2-hydroxy-propyl)-carbamic acid tert-butyl ester;Carbamic acid,N-[(2S)-2-hydroxypropyl]-,1,1-dimethylethyl ester

Chemical Property of N-Boc-(S)-1-amino-2-propanol

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.45
• Boiling Point: 276.441 °C at 760 mmHg
• PKA: 12.42±0.46(Predicted)
• Flash Point: 120.988 °C
• PSA: 58.56000
• Density: 1.026g/cm³
• LogP: 1.28280
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 175.12084340
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

N-Boc-(S)-1-amino-2-propanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CNC(=O)OC(C)(C)C)O
• Isomeric SMILES: C[C@@H](CNC(=O)OC(C)(C)C)O
• Uses: (S)-1-(Boc-amino)-2-propanol is used as pharmaceutical intermediate.

Technology Process of N-Boc-(S)-1-amino-2-propanol

There total 2 articles about N-Boc-(S)-1-amino-2-propanol 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: 99.0%

tert-butyl carbazate (4248-19-5) + methyloxirane (75-56-9,16033-71-9) → tert-butyl [(2S)-2-hydroxypropyl]carbamate (167938-56-9) + (R)-propylene oxide (15448-47-2)

Guidance literature:

With air; 4-nitro-benzoic acid; (R,R)-((t-Bu)4-salen)Co(II); In various solvent(s); at 20 ℃; for 24h;

DOI:10.1021/ol048322l

Reference yield:

vinyl n-butyrate (123-20-6,24991-31-9) + tert-butyl 2-hydroxypropylcarbamate (95656-86-3,119768-44-4,138457-45-1) → C12H23NO4 + C12H23NO4 + tert-butyl [(2R)-2-hydroxypropyl]carbamate (119768-44-4) + tert-butyl [(2S)-2-hydroxypropyl]carbamate (167938-56-9)

Guidance literature:

With Burkholderia cepacia lipase; In hexane; at 30 ℃; for 6h; Reagent/catalyst; enantioselective reaction; Resolution of racemate;

DOI:10.1002/cbic.201402563

Reference yield: 83.0%

2-iodoresorcinol (41046-67-7) + tert-butyl [(2S)-2-hydroxypropyl]carbamate (167938-56-9) → di-tert-butyl ((2S,2'S)-((2-iodo-1,3-phenylene)bis(oxy))bis(propane-2,1-diyl))dicarbamate (1399008-14-0)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; toluene; at 0 - 25 ℃; for 12h;

DOI:10.1002/anie.201303559

upstream raw materials:

tert-butyl carbazate

methyloxirane

vinyl n-butyrate

tert-butyl 2-hydroxypropylcarbamate

Downstream raw materials:

(R)-(-)-N-(tert-Butoxycarbonyl)-2-methylaziridine

3-[2-N-Boc-amino-1-(R)-methylethyl]-5-bromo-1-(2,6-difluorobenzyl)-6-methyluracil

(+)-tert-butyl (2S,3R)-3-methylaziridine-2-carboxylate

tert-butyl (S)-3-methyl-2H-azirine-2-carboxylate

Refernces

• 1、 Min, Bora,Park, Jeemin,Sim, Yong-Kyun,Jung, Suhyun,Kim, Seong-Ho,Song, Jae Kwang,Kim, Bum Tae,Park, Sang Youn,Yun, Jaesook,Park, Seongsoon,Lee, Hyuk. "Hydrogen-Bonding-Driven Enantioselective Resolution against the Kazlauskas Rule To Afford γ-Amino Alcohols by Candida rugosa Lipase". . p. 77 - 82. Retrieved 2015/03/03.