Benzyl (2-hydroxy-1-methylethyl)carbamate

Base Information

• Chemical Name: Benzyl (2-hydroxy-1-methylethyl)carbamate
• CAS No.: 87905-97-3
• Molecular Formula: C₁₁H₁₅NO₃
• Molecular Weight: 209.245
• Hs Code.: 2924299090
• Mol file: 87905-97-3.mol

Synonyms:2-[(Benzyloxycarbonyl)amino]-1-propanol;BENZYL-(2-HYDROXY-1-METHYLETHYL)CARBAMATE;2-Benzyloxycarbonylaminopropanol;Carbamic acid, (2-hydroxy-1-methylethyl)-, benzyl ester;Carbamic acid, (2-hydroxy-1-methylethyl)-, phenylmethyl ester;Cbz-DL-Alaninol;Benzyl (2-hydroxy-1-methylethyl)carbamate;

Chemical Property of Benzyl (2-hydroxy-1-methylethyl)carbamate

Chemical Property:

• Melting Point: 75-78℃
• PSA: 58.56000
• Density: 1.149
• LogP: 1.68450

Purity/Quality:

98%min ^*data from raw suppliers

Cbz-DL-alaninol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzyl (2-hydroxy-1-methylethyl)carbamate

There total 26 articles about Benzyl (2-hydroxy-1-methylethyl)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: 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;

Reference yield: 95.0%

(S)-Alaninol (2749-11-3) + benzyl chloroformate (501-53-1,94274-21-2) → (S)-(-)-N-(benzyloxycarbonyl)alaninol (6429-44-3,61425-27-2,87905-97-3,66674-16-6)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.3987/R-1987-11-2805

upstream raw materials:

2-Amino-1-propanol

benzyl chloroformate

2-Amino-2-methyl-1-propanol

(S)-Alaninol

Downstream raw materials:

(1(S)-methyl-2-oxo-ethyl)-carbamic acid benzyl ester

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

(S)-2-(benzyloxycarbonylamino)propyl methanesulfonate

(S)-2-benzyloxycarbonylaminopropyl thiolacetate

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.