N-T-BOC-D-ISOLEUCINOL

Base Information

• Chemical Name: N-T-BOC-D-ISOLEUCINOL
• CAS No.: 141321-53-1
• Molecular Formula: C₁₁H₂₃NO₃
• Molecular Weight: 217.309
• Mol file: 141321-53-1.mol

Synonyms:BOC-D-ISOLEUCINOL;N-T-BOC-D-ISOLEUCINOL

Chemical Property of N-T-BOC-D-ISOLEUCINOL

Chemical Property:

• Vapor Pressure: 2.8E-05mmHg at 25°C
• Boiling Point: 319.3°C at 760 mmHg
• Flash Point: 146.9°C
• PSA: 58.56000
• Density: 0.984g/cm³
• LogP: 2.30900

Purity/Quality:

BOC-D-ISOLEUCINOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-T-BOC-D-ISOLEUCINOL

There total 29 articles about N-T-BOC-D-ISOLEUCINOL 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%

N-(tert-butyloxycarbonyl)-L-isoleucine (13139-16-7) → N-(tert-butoxycarbonyl)-L-isoleucinol (141321-52-0,141321-53-1,141321-50-8,106946-74-1,545433-88-3)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; for 5.83333h; Inert atmosphere;

DOI:10.1016/j.tet.2017.03.006

Reference yield: 97.0%

N-(tert-butoxycarbonyl)isoleucine methyl ester (17901-01-8) → N-(tert-butoxycarbonyl)-L-isoleucinol (141321-52-0,141321-53-1,141321-50-8,106946-74-1,545433-88-3)

Guidance literature:

With lithium borohydride; In 1,2-dimethoxyethane;

DOI:10.1016/0223-5234(89)90055-X

Reference yield: 95.0%

N-tert-butoxycarbonyl-D-alloisoleucine (13139-16-7,35264-07-4,55721-65-8,55780-90-0,116194-21-9) → Boc-D-allo-isoleucinol (106946-74-1,141321-50-8,141321-53-1,141321-52-0,545433-88-3)

Guidance literature:

With diborane; In tetrahydrofuran; for 1h; 0 deg C to r. t.;

DOI:10.1021/jo00037a012

upstream raw materials:

N-(tert-butyloxycarbonyl)-L-isoleucine

N-(tert-butoxycarbonyl)isoleucine methyl ester

C₁₅H₂₇NO₆

L-isoleucine

Downstream raw materials:

Boc-Ileψ[CH2N(Nos)]Gly-OEt

((1R,2S)-2-Methyl-1-phenylsulfanylmethyl-butyl)-carbamic acid tert-butyl ester

5-phenylthiooxazolidin-2-one

(4R,5R)-4-sec-Butyl-2-oxo-5-phenylsulfanyl-oxazolidine-3-carboxylic acid tert-butyl ester

Refernces

• 1、 Zhao, Liyu,Tian, Linfeng,Sun, Nannan,Sun, Yin,Chen, Yixuan,Wang, Xinran,Zhao, Shizhen,Su, Xin,Zhao, Dongmei,Cheng, Maosheng. "Design, synthesis, and structure-activity relationship studies of L-amino alcohol derivatives as broad-spectrum antifungal agents". . p. 374 - 385. Retrieved 2019/06/05.
• 2、 Wang, Xin,Dong, Suzhen,Feng, Dengke,Chen, Yazhou,Ma, Mingliang,Hu, Wenhao. "Synthesis and biological activity evaluation of dolastatin 10 analogues with N-terminal modifications". . p. 2255 - 2266. Retrieved 2017/03/24.