N-[(2-Propenyloxy)carbonyl]-S-(triphenylmethyl)-L-cysteine

Base Information

• Chemical Name: N-[(2-Propenyloxy)carbonyl]-S-(triphenylmethyl)-L-cysteine
• CAS No.: 96865-72-4
• Molecular Formula: C26H25NO4S
• Molecular Weight: 447.555
• Mol file: 96865-72-4.mol

Synonyms:L-Cysteine, N-[(2-propenyloxy)carbonyl]-S-(triphenylmethyl)-;N-α-Allyloxycarbonyl-S-trityl-L-cysteine;

Chemical Property of N-[(2-Propenyloxy)carbonyl]-S-(triphenylmethyl)-L-cysteine

Chemical Property:

• Melting Point: 119-120 °C
• Boiling Point: 610.2±55.0 °C (760 mmHg)
• PSA: 100.93000
• Density: 1.227±0.06 g/cm3(20 °C , 760mmHg)
• LogP: 5.46800

Purity/Quality:

97% ^*data from raw suppliers

Aloc-L-Cys(Trt)-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-[(2-Propenyloxy)carbonyl]-S-(triphenylmethyl)-L-cysteine

There total 1 articles about N-[(2-Propenyloxy)carbonyl]-S-(triphenylmethyl)-L-cysteine 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%

S-trityl-L-cysteine (2799-07-7) + Allyl chloroformate (2937-50-0) → (R)-2-allyloxycarbonylamino-3-tritylthio-propionic acid (96865-72-4)

Guidance literature:

With sodium hydroxide; at 0 ℃; for 1h;

DOI:10.1021/jo0703505

Reference yield:

(R)-2-allyloxycarbonylamino-3-tritylthio-propionic acid (96865-72-4) + allyl bromide (106-95-6) → allyl N-((allyloxy)carbonyl)-S-tritylcysteinate (1309975-48-1)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide;

DOI:10.1021/cb2000378

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + (R)-2-allyloxycarbonylamino-3-tritylthio-propionic acid (96865-72-4) → C30H28O6N2S

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 - 20 ℃; for 6h;

DOI:10.1021/jo0703505

upstream raw materials:

S-trityl-L-cysteine

Allyl chloroformate

Downstream raw materials:

(R)-allyl (1-amino-1-oxo-3-(tritylthio)propan-2-yl)carbamate

(S)-2-allyloxycarbonylamino-3-tritylthio-propanethioamide

allyl N-((allyloxy)carbonyl)-S-tritylcysteinate