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Merck
CN

265004

Sigma-Aldrich

(4R,5R)-2,2-二甲基-α,α,α′,α′-四苯基-1,3-二氧戊环-4,5-二甲醇

97%

别名:

(-)-2,3-O-异亚丙基-1,1,4,4-四苯基-L-苏糖醇, (-)-反式-α,α′-(2,2-二甲基-1,3-二氧戊环-4,5-二基)双(二苯基甲醇), (4R,5R)-4,5-双(二苯基羟甲基)-2,2-二甲基二氧戊环, 1,1,4,4-四苯基-2,3-O-异亚丙基-L-苏糖醇, TADDOL

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关于此项目

经验公式（希尔记法）:
C31H30O4
CAS Number:
93379-48-7
分子量:
466.57
Beilstein:
3657855
MDL编号:
MFCD00064467
UNSPSC代码:
12352005
PubChem化学物质编号:
24856048
NACRES:
NA.22

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质量水平

100

方案

97%

旋光性

[α]19/D −62.6°, c = 1 in chloroform

mp

193-195 °C (lit.)

官能团

ether
hydroxyl
ketal
phenyl

SMILES字符串

CC1(C)O[C@H]([C@@H](O1)C(O)(c2ccccc2)c3ccccc3)C(O)(c4ccccc4)c5ccccc5

InChI

1S/C31H30O4/c1-29(2)34-27(30(32,23-15-7-3-8-16-23)24-17-9-4-10-18-24)28(35-29)31(33,25-19-11-5-12-20-25)26-21-13-6-14-22-26/h3-22,27-28,32-33H,1-2H3/t27-,28-/m1/s1

InChI key

OWVIRVJQDVCGQX-VSGBNLITSA-N

相关类别

应用

Hydrogen-bonding organocatalyst examined in terms of acidity, deprotonation enthalpies and hydrogen bonding

Catalyst involved in synthesis of cyclopropylamines via addition reactions of Grignard reagents to amides

Reactant or reagent involved in:
  • Enantioswitching of catalytic asymmetric hydroboration
  • Synthesis of derivative ligands for asymmetric hydroformylation of alkenes
  • Amide-directed catalytic asymmetric hydroboration of trisubstituted alkenes
  • Addition of deactivated alkyl Grignard reagents to aldehydes

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

新产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCT4028
MKCS0226
MKCS6495
MKCN1585
MKCJ4223

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Jung-Shen B Tai et al.
Physical review. E, 101(4-1), 042702-042702 (2020-05-20)
Chiral condensed matter systems, such as liquid crystals and magnets, exhibit a host of spatially localized topological structures that emerge from the medium's tendency to twist and its competition with confinement and field coupling effects. We show that the strength
Jung-Shen B Tai et al.
Science (New York, N.Y.), 365(6460), 1449-1453 (2019-10-12)
Starting with Gauss and Kelvin, knots in fields were postulated to behave like particles, but experimentally they were found only as transient features or required complex boundary conditions to exist and could not self-assemble into three-dimensional crystals. We introduce energetically

商品

(-)-反-α,α'-(2,2-二甲基-1,3-二氧戊环-4,5-二基)双(二苯甲醇)

由Seebach小组开发的手性助剂TADDOL（α,α,α,α-四芳基-1,3-二氧戊环-4,5-二甲醇）在不对称合成中具有多种应用，包括从用作化学计量手性试剂或用于路易斯酸介导的反应，到在催化加氢和立体规则复分解聚合中发挥作用。

TADDOL

TADDOL chiral auxiliaries find diverse applications in asymmetric synthesis, catalysis, and polymerization.

Chiral Diols

TADDOLs demonstrate versatility in metal-catalyzed asymmetric reactions and as Brønsted acid organocatalysts in hetero-Diels–Alder reactions.

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