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(S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE

CAS No.
76186-04-4
Chemical Name:
(S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE
Synonyms
-4-Isopropylthiazolidine-2-thione;(S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE;(4S)-4-Isopropylthiazolidine-2-thione;(S)-4-Isopropylthiazolidine-2-thione>4(S)-isopropyl-1,3-thiazolidine-2-thione;(S)-4-Isopropylthiazolidine-2-thione;(S)-4,5-DIHYDRO-4-ISOPROPYLTHIAZOLE-2-THIOL;(S)-4-Isopropylthiazolidine-2-thione,99%e.e.;2-Thiazolidinethione,4-(1-Methylethyl)-, (4S)-;2-Thiazolidinethione,4-(1-methylethyl)-,(4S)-(9CI)
CBNumber:
CB9689145
Molecular Formula:
C6H11NS2
Molecular Weight:
161.29
MDL Number:
MFCD03844797
MOL File:
76186-04-4.mol
MSDS File:
SDS
Last updated:2026-01-13 11:27:12
Product description Number Pack Size Price
(S)-4-Isopropylthiazolidine-2-thione ≥98.0% 39933 2.5g $478
(S)-4-Isopropylthiazolidine-2-thione >98.0%(GC) I0575 1g $216
(S)-4-Isopropylthiazolidine-2-thione I874453 50mg $60
(S)-4-ISOPROPYL-1,3-THIAZOLIDINE-2-THIONE 95.00% CHM0005167 1G $757
(S)-4-Isopropylthiazolidine-2-thione,≥98%(GC) ≥98%(GC) 39641 1G $258.59
More product size

(S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE Properties

Melting point 69-71 °C
Boiling point 223.3±23.0 °C(Predicted)
Density 1.17±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility almost transparency in Chloroform
pka 12.95±0.40(Predicted)
form powder to crystal
color White to Almost white
optical activity [α]20/D -37±3°, c = 1 in chloroform
InChI 1S/C6H11NS2/c1-4(2)5-3-9-6(8)7-5/h4-5H,3H2,1-2H3,(H,7,8)/t5-/m1/s1
InChIKey CWIZUGZKLJDJLE-RXMQYKEDSA-N
SMILES CC(C)[C@H]1CSC(=S)N1
CAS DataBase Reference 76186-04-4(CAS DataBase Reference)
UNSPSC Code 12352005
NACRES NA.22

SAFETY

Risk and Safety Statements

PPE Eyeshields, Gloves, type N95 (US)
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36/37/39
WGK Germany  3
Hazard Note  Irritant
HS Code  2934100090
Storage Class 11 - Combustible Solids

(S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 39933 (S)-4-Isopropylthiazolidine-2-thione ≥98.0% 76186-04-4 2.5g $478 2022-05-15 Buy
TCI Chemical I0575 (S)-4-Isopropylthiazolidine-2-thione >98.0%(GC) 76186-04-4 1g $216 2026-03-19 Buy
TRC I874453 (S)-4-Isopropylthiazolidine-2-thione 76186-04-4 50mg $60 2021-12-16 Buy
American Custom Chemicals Corporation CHM0005167 (S)-4-ISOPROPYL-1,3-THIAZOLIDINE-2-THIONE 95.00% 76186-04-4 1G $757 2021-12-16 Buy
Chem-Impex 39641 (S)-4-Isopropylthiazolidine-2-thione,≥98%(GC) ≥98%(GC) 76186-04-4 1G $258.59 2021-12-16 Buy
Product number Packaging Price Buy
39933 2.5g $478 Buy
I0575 1g $216 Buy
I874453 50mg $60 Buy
CHM0005167 1G $757 Buy
39641 1G $258.59 Buy

(S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE Chemical Properties,Uses,Production

Uses

(S)-4-Isopropylthiazolidine-2-thione may be used as a chiral auxiliary for the stereochemical induction at the phosphorus atom during the diastereoselective synthesis of aryloxy phosphoramidate prodrugs of 3μ-deoxy-2μ,3μ-didehydrothymidine monophosphate (d4TMP).', 'A highly selective and efficient chiral auxiliary which can be directly reduced to its corresponding aldehyde and the chiral auxiliary by reductive cleavage with diisobutylaluminum hydride.

Synthesis

Carbon disulfide

75-15-0

(S)-(+)-2-Amino-3-methyl-1-butanol

2026-48-4

(S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE

76186-04-4

The yields of the following procedures are higher than those reported in the literature (Erik Galvez, P. R., Felix Urp. (2009). Organic Synthesis, 86, 70). To a sealed tube was added aqueous KOH (2.7 g, 48.4 mmol, 5 eq., dissolved in 8 mL of water), 2 mL of ethanol, CS2 (2.9 mL, 48.4 mmol, 5 eq.) and (S)-(+)-2-amino-3-methyl-1-butanol (1.0 g, 9.69 mmol, 1 eq.). The reaction mixture was heated at 80 °C for 15 h, followed by purging with N2 to remove excess CS2. The reaction solution was neutralized with 1 M aqueous HCl and extracted with EtOAc (3 x 60 mL). The organic layers were combined, washed with brine (5 mL), dried over MgSO4 and concentrated in vacuum. The crude product was purified by silica gel column chromatography to afford (S)-4-isopropylthiazolidine-2-thione as a yellow solid (1.19 g, 76% yield). The characterization data of the product were in agreement with literature reports.

References

[1] European Journal of Organic Chemistry, 2011, # 23, p. 4397 - 4408
[2] Organic Syntheses, 2009, vol. 86, p. 70 - 80
[3] Tetrahedron, 2008, vol. 64, # 24, p. 5637 - 5644
[4] Organic Letters, 2011, vol. 13, # 21, p. 5916 - 5919
[5] European Journal of Organic Chemistry, 2009, # 33, p. 5841 - 5846

(S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE Preparation Products And Raw materials

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View Lastest Price from (S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE pictures 2019-07-06 (S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE
76186-04-4
US $7.00 / kg 1kg 99% 100kg Career Henan Chemical Co

(S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE Spectrum

76186-04-4((S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE)Related Search:

(S)-4,5-DIHYDRO-4-ISOPROPYLTHIAZOLE-2-THIOL (S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE 2-Thiazolidinethione,4-(1-methylethyl)-,(4S)-(9CI) 2-Thiazolidinethione,4-(1-Methylethyl)-, (4S)- -4-Isopropylthiazolidine-2-thione (S)-4-Isopropylthiazolidine-2-thione,99%e.e. (4S)-4-Isopropylthiazolidine-2-thione (S)-4-Isopropylthiazolidine-2-thione> 4(S)-isopropyl-1,3-thiazolidine-2-thione (S)-4-Isopropylthiazolidine-2-thione 76186-04-4 C6H11NS2 Oxazolidinone Derivatives Asymmetric Synthesis Chiral Auxiliaries ISOPROPYL Asymmetric Synthesis Synthetic Organic Chemistry