Boc-L-HoMoser-Obzl

Base Information

• Chemical Name: Boc-L-HoMoser-Obzl
• CAS No.: 105183-60-6
• Molecular Formula: C16H23NO5
• Molecular Weight: 309.362
• Mol file: 105183-60-6.mol

Synonyms:BOC-HOSER-OBZL;BOC-HOMOSER-OBZL;

Chemical Property of Boc-L-HoMoser-Obzl

Chemical Property:

• Melting Point: 58-59 °C
• Boiling Point: 467.4±45.0 °C(Predicted)
• PKA: 10.89±0.46(Predicted)
• PSA: 84.86000
• Density: 1.154±0.06 g/cm3(Predicted)
• LogP: 2.39640

Purity/Quality:

98% ^*data from raw suppliers

Boc-Homoser-Obzl 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Boc-L-HoMoser-Obzl

There total 25 articles about Boc-L-HoMoser-Obzl 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%

2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester (30925-18-9) → (S)-benzyl 2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate (105183-60-6)

Guidance literature:

With 4-methyl-morpholine; sodium tetrahydroborate; isopropyl chloroformate; In tetrahydrofuran; methanol; at -10 - 20 ℃; for 0.5h;

DOI:10.1055/S-0029-1218391

Reference yield: 92.0%

L-2-(tert-butyloxycarbonylamino)-4-hydroxybutyric acid (41088-86-2) + benzyl bromide (100-39-0) → (S)-benzyl 2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate (105183-60-6)

Guidance literature:

With sodium hydroxide; In acetonitrile; Reagent/catalyst; Reflux;

Reference yield:

benzyl bromide (100-39-0) + tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate (40856-59-5,132957-40-5) → (S)-benzyl 2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate (105183-60-6)

Guidance literature:

With sodium hydroxide; Yield given. Multistep reaction; 1.) ethanol, 23 deg C, 16 h, 2.) DMF, 23 deg C, 24 h;

DOI:10.1021/jo00376a001

upstream raw materials:

L-2-(tert-butyloxycarbonylamino)-4-hydroxybutyric acid

benzyl bromide

tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate

boc-Asp(Osu)-Obzl

Downstream raw materials:

benzyl 4-bromo-2-<(tert-butyloxy)carbonylamino>butanoate

(S)-2-((tert-butoxycarbonyl)amino)-4-iodobutyric acid benzyl ester

phenylmethyl (2S)-4-(3-{(2S)-2-[(3,3-dimethyl-3-silabutyl)oxycarbonyl]-2-[(phenylmethoxy)carbonylamino]ethyl}phenoxy)-2-[(tert-butoxy)carbonylamino]butanoate

C₃₂H₃₄N₂O₆

Refernces

• 1、 Takahashi, Yuki,Shoji, Sunao,Morishige, Takuya,Katsumata, Aya,Tsurifune, Fumihiro,Tsutsumi, Mitsuhiro,Honda, Yoshiharu,Hasuda, Tomoyo,Hitotsuyanagi, Yukio,Terachi, Toshiro,Uchida, Toyoaki,Takeya, Koichi. "Synthesis of sunitinib-metastin conjugate, a novel esterase-sensitive prodrug system based on lactonization reaction". . p. 1860 - 1876. Retrieved 2014.
• 2、 Ceulemans,Khan,Van Schepdael,Herdewijn. "Peptide analogues of DNA consisting of L-α-amino-γ-thymine butyric acid and L-valine subunits". . p. 813 - 816. Retrieved 1995.
• 3、 -. "NOVEL HISTONE METHYLTRANSFERASE INHIBITORS". . . Retrieved 2021/04/01.
• 4、 -. "CYCLIC PEPTIDE ANTIBIOTICS". Paragraph 00208. . Retrieved 2020/09/27.