Boc-N-methyl-D-leucine

Base Information

• Chemical Name: Boc-N-methyl-D-leucine
• CAS No.: 89536-84-5
• Molecular Formula: C12H23 N O4
• Molecular Weight: 245.319
• Hs Code.: 2922509090
• Mol file: 89536-84-5.mol

Synonyms:Boc-N-Me-D-Leu-OH; N-(tert-Butyloxycarbonyl)-N-methyl-D-leucine

Chemical Property of Boc-N-methyl-D-leucine

Chemical Property:

• Vapor Pressure: 1.86E-05mmHg at 25°C
• Melting Point: 64-65°C
• Boiling Point: 338.2oC at 760 mmHg
• Flash Point: 158.3oC
• PSA: 66.84000
• Density: 1.053g/cm3
• LogP: 2.35260
• Storage Temp.: Store at RT.

Purity/Quality:

99% ^*data from raw suppliers

Boc-N-methyl-D-leucine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Boc-N-methyl-D-leucine

There total 3 articles about Boc-N-methyl-D-leucine 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: 87.2%

N-Boc-D-Leu (16937-99-8,53296-34-7) + methyl iodide (74-88-4) → N-tert-butoxycarbonyl-N-methyl-D-leucine (89536-84-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; Inert atmosphere; Cooling with ice;

DOI:10.3390/ijms18030544

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N-tert-butoxycarbonyl-N-methyl-D-leucine (89536-84-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / water; tetrahydrofuran / 0.25 h / Inert atmosphere; Cooling with ice

1.2: 24 h / 20 °C / pH Ca_. 10.5 / Inert atmosphere; Cooling with ice

2.1: sodium hydride / tetrahydrofuran; mineral oil / 20 °C / Inert atmosphere; Cooling with ice

With sodium hydride; sodium hydroxide; In tetrahydrofuran; water; mineral oil;

DOI:10.3390/ijms18030544

Reference yield:

(R)-leucine (328-38-1,21675-61-6,25248-98-0,70-45-1) → N-tert-butoxycarbonyl-N-methyl-D-leucine (89536-84-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / water; tetrahydrofuran / 0.25 h / Inert atmosphere; Cooling with ice

1.2: 24 h / 20 °C / pH Ca_. 10.5 / Inert atmosphere; Cooling with ice

2.1: sodium hydride / tetrahydrofuran; mineral oil / 20 °C / Inert atmosphere; Cooling with ice

With sodium hydride; sodium hydroxide; In tetrahydrofuran; water; mineral oil;

DOI:10.3390/ijms18030544

upstream raw materials:

N-Boc-D-Leu

methyl iodide

di-tert-butyl dicarbonate

(R)-leucine

Downstream raw materials:

(S)-2-{(2R,3R)-3-(4-Allyloxy-3,5-dichloro-phenyl)-2-[(R)-2-(tert-butoxycarbonyl-methyl-amino)-4-methyl-pentanoylamino]-3-hydroxy-propionylamino}-3-cyano-propionic acid 2-trimethylsilanyl-ethyl ester

Boc-(R)-MeLeu-(S)-Thr(Bzl)-(3S,4R,5S)-Ist-OTce

H-N-Me-D-Leu-OBzl p-toluenesulfonic acid salt

(S)-2-[(R)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoylamino]-3-phenyl-propionic acid methyl ester

Refernces

• 1、 Bai, Defa,Yu, Siming,Zhong, Shenghui,Zhao, Bingxin,Qiu, Shaoling,Chen, Jianwei,Lunagariya, Jignesh,Liao, Xiaojian,Xu, Shihai. "D-amino acid position influences the anticancer activity of galaxamide analogs: An apoptotic mechanism study". . . Retrieved 2017/03/20.
• 2、 Hamada,Kondo,Shibata,Shioiri. "Efficient total synthesis of didemnins A and B". . p. 669 - 673. Retrieved 2007/10/02.