(R)-Benzyl (1-hydroxypropan-2-yl)carbamate

Base Information

• Chemical Name: (R)-Benzyl (1-hydroxypropan-2-yl)carbamate
• CAS No.: 61425-27-2
• Molecular Formula: C11H15NO3
• Molecular Weight: 209.245
• Hs Code.: 29221990
• DSSTox Substance ID: DTXSID50426236
• Nikkaji Number: J57.472D
• Wikidata: Q72441864
• ChEMBL ID: CHEMBL2259793
• Mol file: 61425-27-2.mol

Synonyms:61425-27-2;(R)-Benzyl (1-hydroxypropan-2-yl)carbamate;N-Z-D-Alaninol;n-benzyloxycarbonyl-d-alaninol;Z-D-Ala-ol;(R)-2-(Cbz-amino)-1-propanol;z-d-alaninol;benzyl N-[(2R)-1-hydroxypropan-2-yl]carbamate;benzyl (R)-(1-hydroxypropan-2-yl)carbamate;Benzyl (1R)-2-Hydroxy-1-methylethylcarbamate;MFCD00672531;(R)-2-Benzyloxycarbonylaminopropanol;N-Z-D-Alaninol, 98%;SCHEMBL398460;CHEMBL2259793;DTXSID50426236;AFPHMHSLDRPUSM-SECBINFHSA-N;AM1101;AKOS010367423;CS-W015161;(R)-benzyl 1-hydroxypropan-2-ylcarbamate;AS-43331;Benzyl [(2R)-1-hydroxy-2-propanyl]carbamate;Benzyl [(2R)-1-hydroxypropan-2-yl]carbamate;benzyl[(1R)-2-hydroxy-1-methylethyl]carbamate;benzyl [(1R)-2-hydroxy-1-methylethyl]carbamate;EN300-6247352;A833217;[(R)-1-Methyl-2-hydroxyethyl]carbamic acid benzyl ester;((r)-2-hydroxy-1-methyl-ethyl)-carbamic acid benzyl ester;Carbamic acid, [(1R)-2-hydroxy-1-methylethyl]-, phenylmethyl ester;Carbamic acid, N-[(1R)-2-hydroxy-1-methylethyl]-, phenylmethyl ester

Chemical Property of (R)-Benzyl (1-hydroxypropan-2-yl)carbamate

Chemical Property:

• Vapor Pressure: 2.7E-06mmHg at 25°C
• Melting Point: 82-84oC
• Refractive Index: 1.534
• Boiling Point: 375.2 °C at 760 mmHg
• PKA: 11.90±0.46(Predicted)
• Flash Point: 180.7 °C
• PSA: 58.56000
• Density: 1.149g/cm³
• LogP: 1.68450
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 209.10519334
• Heavy Atom Count: 15
• Complexity: 190

Purity/Quality:

99.3% ^*data from raw suppliers

Z-D-Alaninol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CO)NC(=O)OCC1=CC=CC=C1
• Isomeric SMILES: C[C@H](CO)NC(=O)OCC1=CC=CC=C1

Technology Process of (R)-Benzyl (1-hydroxypropan-2-yl)carbamate

There total 30 articles about (R)-Benzyl (1-hydroxypropan-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: 100.0%

N-Cbz-Ala (1142-20-7) → (S)-(-)-N-(benzyloxycarbonyl)alaninol (6429-44-3,61425-27-2,87905-97-3,66674-16-6)

Guidance literature:

N-Cbz-Ala; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -15 ℃; for 0.25h;

With sodium tetrahydroborate; In tetrahydrofuran; water; at -15 ℃; for 1h;

DOI:10.1128/AAC.01152-16

Reference yield: 100.0%

(R)-2-aminopropan-1-ol (35320-23-1) + benzyl chloroformate (501-53-1,94274-21-2) → ((R)-2-hydroxy-1-methyl-ethyl)-carbamic acid benzyl ester (61425-27-2)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; water; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.2174/157017810791514814

Reference yield: 97.0%

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) + (S)-Alaninol (2749-11-3) → (S)-(-)-N-(benzyloxycarbonyl)alaninol (6429-44-3,61425-27-2,87905-97-3,66674-16-6)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; water; at 20 ℃; for 12h; Large scale;

upstream raw materials:

2-Amino-1-propanol

benzyl chloroformate

2-Amino-2-methyl-1-propanol

(S)-Alaninol

Downstream raw materials:

N-(N-Benzyloxycarbonyl-O⁴-benzyl-α-L-aspartyl)-D-alaninol

(R)-(+)-benzyl 2-(benzyloxycarbonylamino)propyl carbonate

(S)-(-)-benzyl 2-(benzyloxycarbonylamino)propyl carbonate

1-tert-butyldimethylsilyloxy-(2S)-N-benzyloxycarbonylaminopropane

Refernces

• 1、 ?těpánková, ?árka,Enriz, Ricardo D.,Garro, Adriana D.,Ho?ek, Jan,Imramovsky, Ale?,Jampílek, Josef,Jendrzejewska, Izabela,Magar, Pratibha,Parravicini, Oscar,Pauk, Karel,Svr?ková, Katarina. "Novel sulfonamide-based carbamates as selective inhibitors of bche". . . Retrieved 2021/09/04.
• 2、 Cheng, Jiang-Tao,Dong, Xiao-Yang,Gu, Qiang-Shuai,Li, Zhong-Liang,Liu, Juan,Liu, Xin-Yuan,Luan, Cheng,Wang, Fu-Li,Wang, Li-Lei,Yang, Ning-Yuan,Zhang, Yu-Feng. "Enantioconvergent Cu-Catalyzed Radical C-N Coupling of Racemic Secondary Alkyl Halides to Access α-Chiral Primary Amines". supporting information. p. 15413 - 15419. Retrieved 2021/09/30.