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Merck

39933

Sigma-Aldrich

(S)-4-异丙基噻唑烷-2-硫酮

≥98.0%

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About This Item

经验公式(希尔记法):
C6H11NS2
CAS号:
分子量:
161.29
MDL號碼:
分類程式碼代碼:
12352005
PubChem物質ID:
NACRES:
NA.22

化驗

≥98.0%

形狀

solid

光學活性

[α]20/D -37±3°, c = 1 in chloroform

光學純度

ee: ≥99:1 (LC)

mp

69-71 °C

SMILES 字串

CC(C)[C@H]1CSC(=S)N1

InChI

1S/C6H11NS2/c1-4(2)5-3-9-6(8)7-5/h4-5H,3H2,1-2H3,(H,7,8)/t5-/m1/s1

InChI 密鑰

CWIZUGZKLJDJLE-RXMQYKEDSA-N

應用

具有高度选择性和有效性的手性助剂,与二异丁基氢化铝发生还原裂解反应可直接还原为相应的醛和手性助剂。
(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 3′-deoxy-2′,3′-didehydrothymidine monophosphate (d4TMP).

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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Diastereoselective synthesis of aryloxy phosphoramidate prodrugs of 3'-deoxy-2', 3'-didehydrothymidine monophosphate.
Roman CA, et al.
Journal of Medicinal Chemistry, 53(21), 7675-7681 (2010)
M T Crimmins et al.
Organic letters, 2(6), 775-777 (2001-02-07)
[formula: see text] Asymmetric aldol additions using chlorotitanium enolates of thiazolidinethione propionates proceed with high diastereoselectivity for the "Evans" or "non-Evans" syn product depending on the nature and amount of the base used. With (-)-sparteine as the base, selectivities of
Velazquez. F.; Olivo, H. F.
Current Organic Chemistry, 6, 303-303 (2002)

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