Carbamic acid, [3-hydroxy-1-(hydroxymethyl)propyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [3-hydroxy-1-(hydroxymethyl)propyl]-, 1,1-dimethylethyl ester
• CAS No.: 156627-42-8
• Molecular Formula: C₉H₁₉NO₄
• Molecular Weight: 205.254
• Mol file: 156627-42-8.mol

Synonyms:Carbamic acid, [3-hydroxy-1-(hydroxymethyl)propyl]-, 1,1-dimethylethyl ester

Chemical Property of Carbamic acid, [3-hydroxy-1-(hydroxymethyl)propyl]-, 1,1-dimethylethyl ester

Chemical Property:

• PSA: 78.79000
• LogP: 0.64530

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl (1,4-dihydroxybutan-2-yl)carbamate 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: tert-Butyl (1,4-Dihydroxybutan-2-yl)carbamate is a reagent used in the synthesis of oxadiazole oxime derivatives as oxygenase inhibitors as well as triazoles.

Technology Process of Carbamic acid, [3-hydroxy-1-(hydroxymethyl)propyl]-, 1,1-dimethylethyl ester

There total 24 articles about Carbamic acid, [3-hydroxy-1-(hydroxymethyl)propyl]-, 1,1-dimethylethyl ester 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%

(4S)-benzyl N-(tbutoxycarbonyl)-azetidin-2-one-4-carboxylate → (S)-2-(tert-butoxycarbonylamino)-1,4-butanediol (128427-10-1,156627-42-8)

Guidance literature:

With Cp*RuCl{(C6H5)2P-(CH2)2NH2-κ2-P,N}; potassium tert-butylate; hydrogen; In tert-butyl alcohol; at 80 ℃; for 24h; under 22502.3 Torr; Autoclave;

DOI:10.1002/anie.200805307

Reference yield: 97.0%

(S)-N-tert-butoxycarbonyl-aspartic acid diethyl ester (128427-09-8) → (S)-2-(tert-butoxycarbonylamino)-1,4-butanediol (128427-10-1,156627-42-8)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 4h; Heating;

DOI:10.1021/jm960582o

Reference yield: 91.0%

dimethyl N-tert-butoxycarbonyl-L-aspartate (130622-08-1,55747-84-7) → (S)-2-(tert-butoxycarbonylamino)-1,4-butanediol (128427-10-1,156627-42-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 1.5h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;

DOI:10.1021/jacs.1c03234

upstream raw materials:

(RS)-N-tert-butoxycarbonyl-α-amino-γ-butyrolactone

di-tert-butyl dicarbonate

(2S)-2-amino-1,4-butanediol

(S)-N-tert-butoxycarbonyl-aspartic acid diethyl ester

Downstream raw materials:

tert-butyl (4R)-4-(2-hydroxyethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

(S)-tert-butyl-(2-(2-tosyloxy)ethyl)aziridine-1-carboxylate

(4R)-2,2-dimethyl-4-(2-oxoethyl)-oxazolidine-3-carboxylic acid tert-butyl ester

(3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acid

Refernces

• 1、 Cheviet, Thomas,Peyrottes, Suzanne. "Synthesis of Aminomethylene- gem-bisphosphonates Containing an Aziridine Motif: Studies of the Reaction Scope and Insight into the Mechanism". . p. 3107 - 3119. Retrieved 2021/02/05.
• 2、 Gu, Xue-Song,Yu, Na,Yang, Xiao-Hui,Zhu, An-Te,Xie, Jian-Hua,Zhou, Qi-Lin. "Enantioselective Hydrogenation of Racemic α-Arylamino Lactones to Chiral Amino Diols with Site-Specifically Modified Chiral Spiro Iridium Catalysts". supporting information. p. 4111 - 4115. Retrieved 2019/06/07.