dexamethasone 21-(beta-isothiocyanatoethyl)thioether

Base Information

• Chemical Name: dexamethasone 21-(beta-isothiocyanatoethyl)thioether
• CAS No.: 131567-23-2
• Molecular Formula: C₂₅H₃₂FNO₄S₂
• Molecular Weight: 493.664
• Mol file: 131567-23-2.mol

Synonyms:dexamethasone 21-(beta-isothiocyanatoethyl)thioether

Chemical Property of dexamethasone 21-(beta-isothiocyanatoethyl)thioether

Chemical Property:

• Vapor Pressure: 6.45E-20mmHg at 25°C
• Boiling Point: 654.7°Cat760mmHg
• Flash Point: 349.8°C
• PSA: 144.35000
• Density: 1.37g/cm³
• LogP: 3.73940

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of dexamethasone 21-(beta-isothiocyanatoethyl)thioether

There total 2 articles about dexamethasone 21-(beta-isothiocyanatoethyl)thioether 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: 73.2%

thiophosgene (463-71-8) + (8S,9R,10S,11S,13S,14S,16R,17R)-17-[2-(2-Amino-ethylsulfanyl)-acetyl]-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-cyclopenta[a]phenanthren-3-one; hydrochloride (131567-17-4) → Sdex-isothiocyanate (131567-20-9,131567-23-2)

Guidance literature:

With sodium carbonate; In chloroform; water; for 0.5h;

DOI:10.1021/jm00110a002

Reference yield:

{2-[2-((8S,9R,10S,11S,13S,14S,16R,17R)-9-Fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethylsulfanyl]-ethyl}-carbamic acid tert-butyl ester (73816-22-5) → Sdex-isothiocyanate (131567-20-9,131567-23-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / 1.5 M aq. HCl, acetic acid / 0.25 h / Ambient temperature

2: 73.2 percent / Na₂CO₃ / H₂O; CHCl₃ / 0.5 h

With hydrogenchloride; sodium carbonate; acetic acid; In chloroform; water;

DOI:10.1021/jm00110a002

upstream raw materials:

thiophosgene

(8S,9R,10S,11S,13S,14S,16R,17R)-17-[2-(2-Amino-ethylsulfanyl)-acetyl]-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-cyclopenta[a]phenanthren-3-one; hydrochloride

{2-[2-((8S,9R,10S,11S,13S,14S,16R,17R)-9-Fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethylsulfanyl]-ethyl}-carbamic acid tert-butyl ester

Refernces