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393762

Sigma-Aldrich

(4S-反)-2,2-二甲基-α,α,α′,α′-四(2-萘基)-1,3-二氧戊环-4,5-二甲醇

98%

别名:

(+)-2,3-O-异亚丙基-1,1,4,4-四(2-萘基)-D-苏糖醇, (+)-DINOL, (4S,5S)-2,2-二甲基-α,α,α′,α′-四(2-萘基)二氧戊环-4,5-二甲醇

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About This Item

经验公式（希尔记法）:
C47H38O4
CAS号:
137365-16-3
分子量:
666.80
MDL號碼:
MFCD00142323
分類程式碼代碼:
12352005
PubChem物質ID:
24864540
NACRES:
NA.22

化驗

98%

光學活性

[α]20/D +116°, c = 1 in ethyl acetate

光學純度

ee: 99% (HPLC)

mp

214-216 °C (lit.)

SMILES 字串

CC1(C)O[C@@H]([C@H](O1)C(O)(c2ccc3ccccc3c2)c4ccc5ccccc5c4)C(O)(c6ccc7ccccc7c6)c8ccc9ccccc9c8

InChI

1S/C47H38O4/c1-45(2)50-43(46(48,39-23-19-31-11-3-7-15-35(31)27-39)40-24-20-32-12-4-8-16-36(32)28-40)44(51-45)47(49,41-25-21-33-13-5-9-17-37(33)29-41)42-26-22-34-14-6-10-18-38(34)30-42/h3-30,43-44,48-49H,1-2H3/t43-,44-/m0/s1

InChI 密鑰

QWADMRIAKWGVBF-CXNSMIOJSA-N

應用

用于伯烷基格氏试剂高度不对称加成到酮的试剂。用于亲核试剂不对称加成到羰基化合物的手性助剂。

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)

从最新的版本中选择一种：

分析证书(COA)

Lot/Batch Number
BCBB9927V
BCBB9927
040543/1
015170/1
12827ME

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B. Schmidt et al.
Angewandte Chemie (International Edition in English), 103, 100-100 (1991)
D. Seebach et al.
Angewandte Chemie (International Edition in English), 103, 991-991 (1991)
Angewandte Chemie (International Edition in English), 31, 84-84 (1992)

商品

TADDOL

The chiral auxiliaries TADDOLs (α,α,α,α-tetraaryl-1,3-dioxolane-4,5- dimethanols) developed by Seebach's group have found numerous applications in asymmetric synthesis ranging from utilization as stoichiometric chiral reagents or in Lewis acid mediated reactions, to roles in catalytic hydrogenation and stereoregular metathesis polymerization.

Chiral Diols

Apart from numerous examples using TADDOLs in metal-catalyzed asymmetric reactions, Rawal recently reported that TADDOLs could be used as Brønsted acid organocatalysts in highly stereoselective hetero-Diels–Alder reactions.

Chiral Diols

Apart from numerous examples using TADDOLs in metal-catalyzed asymmetric reactions, Rawal recently reported that TADDOLs could be used as Brønsted acid organocatalysts in highly stereoselective hetero-Diels–Alder reactions.

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