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692980

(S)-DTBM-SEGPHOS®

≥94%

Synonym(s):

(S)-(+)-5,5′-Bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4,4′-bi-1,3-benzodioxole

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Size/SKUAvailabilityPrice
100 mg

Available to ship TODAY

$39.00
1 g

Available to ship TODAY

$208.00

About This Item

Empirical Formula (Hill Notation):
C74H100O8P2
CAS Number:
Molecular Weight:
1179.53
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:

$39.00

List Price$52.00Save 25%

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Quality Segment

assay

≥94%

form

powder

reaction suitability

reagent type: chrial catalyst, reagent type: ligand
reaction type: Noyori Asymmetric Hydrogenation

functional group

phosphine

SMILES string

COc1c(cc(cc1C(C)(C)C)P(c2cc(c(OC)c(c2)C(C)(C)C)C(C)(C)C)c3ccc4OCOc4c3-c5c6OCOc6ccc5P(c7cc(c(OC)c(c7)C(C)(C)C)C(C)(C)C)c8cc(c(OC)c(c8)C(C)(C)C)C(C)(C)C)C(C)(C)C

InChI

1S/C74H100O8P2/c1-67(2,3)47-33-43(34-48(61(47)75-25)68(4,5)6)83(44-35-49(69(7,8)9)62(76-26)50(36-44)70(10,11)12)57-31-29-55-65(81-41-79-55)59(57)60-58(32-30-56-66(60)82-42-80-56)84(45-37-51(71(13,14)15)63(77-27)52(38-45)72(16,17)18)46-39-53(73(19,20)21)64(78-28)54(40-46)74(22,23)24/h29-40H,41-42H2,1-28H3

InChI key

ZNORAFJUESSLTM-UHFFFAOYSA-N

Application

Catalytic ligand for:
  • Enantioselective synthesis of secondary allylic alcohols via enantioselective reductions of α,β-unsaturated ketones
  • Stereoselective preparation of cyclohexanone derivatives via rhodium-catalyzed rearrangement of allyl or allenic cyclobutanols
  • Cu-catalyzed asymmetric conjugate reduction of beta-substituted unsaturated phosphonates to give optically active beta-stereogenic alkylphosphonates
  • Asymmetric synthesis of cyclohexenones via Rh-catalyzed desymmetrization through enantioselective C-C bond activation and ring expansion of allenyl cyclobutanols
  • Enantioselective synthesis and crystal structure of P-stereogenic alkynylphosphine oxides by Rh-catalyzed [2+2+2] cycloaddition

Legal Information

Sold in collaboration with Takasago for research purposes only. JP Registration No. 3148136
SEGPHOS is a registered trademark of Takasago Intl. Corp.

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This Item
693006692476693073
description

≥94%

description

≥94%

description

-

description

-

assay

≥94%

assay

≥94%

assay

-

assay

-

reaction suitability

reagent type: ligand
reaction type: Noyori Asymmetric Hydrogenation

reaction suitability

reagent type: ligand
reaction type: Noyori Asymmetric Hydrogenation

reaction suitability

reagent type: ligand
reaction type: Noyori Asymmetric Hydrogenation

reaction suitability

reagent type: catalyst
core: ruthenium
reaction type: Noyori Asymmetric Hydrogenation

form

powder

form

solid

form

powder

form

powder

functional group

phosphine

functional group

phosphine

functional group

phosphine

functional group

phosphine

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100


Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable



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