S-triphenylmethyl N-(carbobenzyloxy)-L-threoninethiohydroxamate

Base Information

• Chemical Name: S-triphenylmethyl N-(carbobenzyloxy)-L-threoninethiohydroxamate
• CAS No.: 102652-69-7
• Molecular Formula: C₃₁H₃₀N₂O₄S
• Molecular Weight: 526.656
• Mol file: 102652-69-7.mol

Synonyms:S-triphenylmethyl N-(carbobenzyloxy)-L-threoninethiohydroxamate

Chemical Property of S-triphenylmethyl N-(carbobenzyloxy)-L-threoninethiohydroxamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-triphenylmethyl N-(carbobenzyloxy)-L-threoninethiohydroxamate

There total 6 articles about S-triphenylmethyl N-(carbobenzyloxy)-L-threoninethiohydroxamate 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: 91.0%

S-triphenylmethyl N-(carbobenzyloxy)-O-(tert-butyldimethylsilyl)-L-threoninethiohydroxamate (102652-68-6) → S-triphenylmethyl N-(carbobenzyloxy)-L-threoninethiohydroxamate (102652-69-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h;

DOI:10.1021/jo00366a010

Reference yield:

triphenylmethanethiol (3695-77-0) → S-triphenylmethyl N-(carbobenzyloxy)-L-threoninethiohydroxamate (102652-69-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / SO₂Cl₂ / diethyl ether; benzene / 0.5 h

2: 55 percent / NH₃ / diethyl ether

3: 63 percent / DMF, oxalyl chloride, pyridine / acetonitrile / 1 h / Ambient temperature

4: 91 percent / tetra-n-butylammonium floride / tetrahydrofuran / 1 h

With pyridine; sulfuryl dichloride; oxalyl dichloride; tetrabutyl ammonium fluoride; ammonia; N,N-dimethyl-formamide; In tetrahydrofuran; diethyl ether; acetonitrile; benzene;

DOI:10.1021/jo00366a010

Reference yield:

tritylsulfenyl chloride (24165-03-5) → S-triphenylmethyl N-(carbobenzyloxy)-L-threoninethiohydroxamate (102652-69-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 55 percent / NH₃ / diethyl ether

2: 63 percent / DMF, oxalyl chloride, pyridine / acetonitrile / 1 h / Ambient temperature

3: 91 percent / tetra-n-butylammonium floride / tetrahydrofuran / 1 h

With pyridine; oxalyl dichloride; tetrabutyl ammonium fluoride; ammonia; N,N-dimethyl-formamide; In tetrahydrofuran; diethyl ether; acetonitrile;

DOI:10.1021/jo00366a010

upstream raw materials:

S-triphenylmethyl N-(carbobenzyloxy)-O-(tert-butyldimethylsilyl)-L-threoninethiohydroxamate

triphenylmethanethiol

tritylsulfenyl chloride

N-benzyloxycarbonyl-L-treonine