C₂₁H₃₁NO₄SSi

Base Information

• Chemical Name: C₂₁H₃₁NO₄SSi
• CAS No.: 1028432-10-1
• Molecular Formula: C₂₁H₃₁NO₄SSi
• Molecular Weight: 421.633
• Mol file: 1028432-10-1.mol

Synonyms:C₂₁H₃₁NO₄SSi

Chemical Property of C₂₁H₃₁NO₄SSi

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₁H₃₁NO₄SSi

There total 2 articles about C₂₁H₃₁NO₄SSi 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%

N-(tert-butyldimethylsilyloxy)-4-methylbenzenesulfonamide (1028432-04-3) + 4-Methoxybenzyl alcohol (105-13-5) → C21H31NO4SSi (1028432-10-1)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 0 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1021/ol800677p

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → C21H31NO4SSi (1028432-10-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydroxylamine hydrochloride / N,N-dimethyl-formamide / 0.5 h / Cooling with ice

1.2: 10 °C

1.3: 10 °C

2.1: triphenylphosphine / toluene; tetrahydrofuran / 0.17 h / Inert atmosphere; Cooling with ice

2.2: 0 - 10 °C / Inert atmosphere

With hydroxylamine hydrochloride; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 2.1: |Mitsunobu Displacement / 2.2: |Mitsunobu Displacement;

DOI:10.15227/orgsyn.089.0480

Reference yield: 99.0%

C21H31NO4SSi (1028432-10-1) → p-methoxyl benzaldoxime (3717-21-3,3717-22-4,140461-28-5,140461-29-6,3235-04-9)

Guidance literature:

With cesium fluoride; In acetonitrile; at 60 ℃; for 2h; Inert atmosphere;

DOI:10.15227/orgsyn.089.0480

upstream raw materials:

N-(tert-butyldimethylsilyloxy)-4-methylbenzenesulfonamide

4-Methoxybenzyl alcohol

tert-butyldimethylsilyl chloride

Downstream raw materials:

(Z)-para-methoxybenzaldehyde oxime

(E)-4-methoxybenzaldoxime

p-methoxyl benzaldoxime

Refernces

• 1、 Kitahara, Katsushi,Toma, Tatsuya,Shimokawa, Jun,Fukuyama, Tohru. "O-TBS-N-tosylhydroxylamine: A reagent for facile conversion of alcohols to oximes". supporting information; experimental part. p. 2259 - 2261. Retrieved 2009/05/26.