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111011-78-0

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  • (Z)-3-(5,5-dimethyl-2-oxo-1,3,2λ5-dioxaphosphinan-2-yl)-4-(3-nitrophenyl)but-3-en-2-one

    Cas No: 111011-78-0

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111011-78-0 Usage

General Description

3-(5,5-dimethyl-2-oxo-1,3,2-dioxaphorinane-2-yl)-4-(3-nitrophenyl)-but-3-en-2-one is a chemical compound with a complex molecular structure. It contains a dioxaphorinane ring and a nitrophenyl group, as well as a butenone moiety. The compound is a highly reactive and versatile building block in organic synthesis, with potential applications in pharmaceuticals, agrochemicals, and material science. Due to its unique structure, it is of interest for further research and development in the field of organic chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 111011-78-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,1,0,1 and 1 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 111011-78:
(8*1)+(7*1)+(6*1)+(5*0)+(4*1)+(3*1)+(2*7)+(1*8)=50
50 % 10 = 0
So 111011-78-0 is a valid CAS Registry Number.

111011-78-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (Z)-3-(5,5-dimethyl-2-oxo-1,3,2λ<sup>5</sup>-dioxaphosphinan-2-yl)-4-(3-nitrophenyl)but-3-en-2-one

1.2 Other means of identification

Product number -
Other names (Z)-3-(5,5-Dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)-4-(3-nitrophenyl)but-3-en-2-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:111011-78-0 SDS

111011-78-0Synthetic route

3-(dimorpholinomethyl)-1-nitrobenzene
40891-03-0

3-(dimorpholinomethyl)-1-nitrobenzene

2-acetonyl-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinane
111011-80-4

2-acetonyl-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinane

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

Conditions
ConditionsYield
With trifluoroacetic acid In toluene 1.) 60 deg C, 30 min, 2.) 0-10 deg C, 3 h;93%
With trifluoroacetic acid In toluene for 2.5h; Ambient temperature;93.2%
3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

2-acetonyl-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinane
111011-80-4

2-acetonyl-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinane

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

Conditions
ConditionsYield
With piperidine; acetic acid In benzene for 6.5h; Heating;31%
2-methoxy-5,5-dimethyl-1,3,2-dioxaphosphorinane
1005-69-2

2-methoxy-5,5-dimethyl-1,3,2-dioxaphosphorinane

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 65.8 percent / diethyl ether / 7 h / Heating
2: 31 percent / piperidine, acetic acid / benzene / 6.5 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: 65.8 percent / diethyl ether / 7 h / Heating
2: 93.2 percent / trifluoroacetic acid / toluene / 2.5 h / Ambient temperature
View Scheme
2,2-Dimethyl-1,3-propanediol
126-30-7

2,2-Dimethyl-1,3-propanediol

chromic acid

chromic acid

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 33 percent / 100 °C
2: 65.8 percent / diethyl ether / 7 h / Heating
3: 31 percent / piperidine, acetic acid / benzene / 6.5 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: 33 percent / 100 °C
2: 65.8 percent / diethyl ether / 7 h / Heating
3: 93.2 percent / trifluoroacetic acid / toluene / 2.5 h / Ambient temperature
View Scheme
(E)-3-Amino-but-2-enoic acid 1-benzyl-piperidin-3-yl ester

(E)-3-Amino-but-2-enoic acid 1-benzyl-piperidin-3-yl ester

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid 1-benzyl-piperidin-3-yl ester

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid 1-benzyl-piperidin-3-yl ester

Conditions
ConditionsYield
In toluene Heating;74%
5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

C18(13)CH22N2O2

C18(13)CH22N2O2

2-(N-benzyl-N-phenylamino)ethyl 5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2-<(13)C>methyl-6-methyl-4-(3-nitrophenyl)pyridine-3-carboxylate

2-(N-benzyl-N-phenylamino)ethyl 5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2-<(13)C>methyl-6-methyl-4-(3-nitrophenyl)pyridine-3-carboxylate

Conditions
ConditionsYield
In isopropyl alcohol for 2h; Heating;74%
(E)-3-Amino-but-2-enoic acid 2-{4-[bis-(4-fluoro-phenyl)-methyl]-piperazin-1-yl}-ethyl ester

(E)-3-Amino-but-2-enoic acid 2-{4-[bis-(4-fluoro-phenyl)-methyl]-piperazin-1-yl}-ethyl ester

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid 2-{4-[bis-(4-fluoro-phenyl)-methyl]-piperazin-1-yl}-ethyl ester

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid 2-{4-[bis-(4-fluoro-phenyl)-methyl]-piperazin-1-yl}-ethyl ester

Conditions
ConditionsYield
In toluene Heating;62%
(E)-3-Amino-but-2-enoic acid 6-(benzyl-methyl-amino)-hexyl ester

(E)-3-Amino-but-2-enoic acid 6-(benzyl-methyl-amino)-hexyl ester

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid 6-(benzyl-methyl-amino)-hexyl ester

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid 6-(benzyl-methyl-amino)-hexyl ester

Conditions
ConditionsYield
In toluene Heating;61%
2-ethyl 3-aminocrotonate
54527-73-0

2-ethyl 3-aminocrotonate

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

2-(N-benzyl-N-methylamino)ethyl 2,6-dimethyl-5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate
98908-19-1

2-(N-benzyl-N-methylamino)ethyl 2,6-dimethyl-5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate

Conditions
ConditionsYield
In toluene Heating;60%
(E)-3-Amino-but-2-enoic acid 2-[4-(3-phenyl-propyl)-piperazin-1-yl]-ethyl ester

(E)-3-Amino-but-2-enoic acid 2-[4-(3-phenyl-propyl)-piperazin-1-yl]-ethyl ester

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid 2-[4-(3-phenyl-propyl)-piperazin-1-yl]-ethyl ester

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid 2-[4-(3-phenyl-propyl)-piperazin-1-yl]-ethyl ester

Conditions
ConditionsYield
In toluene Heating;44%
(E)-3-Amino-but-2-enoic acid 2-dibenzylamino-ethyl ester

(E)-3-Amino-but-2-enoic acid 2-dibenzylamino-ethyl ester

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid 2-dibenzylamino-ethyl ester

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid 2-dibenzylamino-ethyl ester

Conditions
ConditionsYield
In toluene Heating;40%
5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

methyl 3-aminocrotonate
14205-39-1

methyl 3-aminocrotonate

methyl 5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate
102097-81-4

methyl 5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate

Conditions
ConditionsYield
In toluene for 15h; Heating;40%
isopropyl 3-aminocrotonate
14205-46-0

isopropyl 3-aminocrotonate

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid isopropyl ester

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid isopropyl ester

Conditions
ConditionsYield
In toluene Heating;38%
(S)-2-methoxy-2-phenylethyl 3-aminocrotonate

(S)-2-methoxy-2-phenylethyl 3-aminocrotonate

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

A

(2S)-2-methoxy-2-phenylethyl (4R)-5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate
128194-08-1

(2S)-2-methoxy-2-phenylethyl (4R)-5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate

B

(2S)-2-methoxy-2-phenylethyl (4S)-5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate
128194-07-0

(2S)-2-methoxy-2-phenylethyl (4S)-5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate

Conditions
ConditionsYield
In toluene for 3h; Heating;A n/a
B 37%
3-aminobut-2-enoic acid octyl ester
27618-18-4

3-aminobut-2-enoic acid octyl ester

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid octyl ester

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid octyl ester

Conditions
ConditionsYield
In toluene Heating;36%
(E)-3-Amino-but-2-enoic acid 2-(benzo[1,3]dioxol-5-ylmethyl-methyl-amino)-ethyl ester

(E)-3-Amino-but-2-enoic acid 2-(benzo[1,3]dioxol-5-ylmethyl-methyl-amino)-ethyl ester

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid 2-(benzo[1,3]dioxol-5-ylmethyl-methyl-amino)-ethyl ester

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid 2-(benzo[1,3]dioxol-5-ylmethyl-methyl-amino)-ethyl ester

Conditions
ConditionsYield
In toluene Heating;35%
methyl 3-(N-ethylamino)crotonate
3814-11-7

methyl 3-(N-ethylamino)crotonate

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-1-ethyl-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid methyl ester
117949-74-3

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-1-ethyl-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid methyl ester

Conditions
ConditionsYield
In acetonitrile Heating;33%
β-Aminocrotonic acid dodecyl ester
43107-10-4

β-Aminocrotonic acid dodecyl ester

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid dodecyl ester

5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid dodecyl ester

Conditions
ConditionsYield
In toluene Heating;30%
5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

(-)-Efonidipine

(-)-Efonidipine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: toluene / 3 h / Heating
2: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) THF, RT, 30 min
3: 1.) NaH / 1.) DMSO, RT, 20 min, 2.) DMSO, benzene, RT, 30 min
4: 28percent HCl-EtOH / 1.5 h / Ambient temperature
View Scheme
5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

(+)-Efonidipine

(+)-Efonidipine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 37 percent / toluene / 3 h / Heating
2: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) THF, RT, 30 min
3: 1.) NaH / 1.) DMSO, RT, 20 min, 2.) DMSO, benzene, RT, 30 min
4: 1.14 g / 28percent HCl-EtOH / 1.5 h / Ambient temperature
View Scheme
5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

(R)-5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-1-methoxymethyl-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid 2-(benzyl-phenyl-amino)-ethyl ester

(R)-5-(5,5-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-1-methoxymethyl-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid 2-(benzyl-phenyl-amino)-ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: toluene / 3 h / Heating
2: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) THF, RT, 30 min
3: 1.) NaH / 1.) DMSO, RT, 20 min, 2.) DMSO, benzene, RT, 30 min
View Scheme
5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane
111011-78-0

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

(S)-2-ethyl 5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-1-methoxymethyl-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate
128194-11-6

(S)-2-ethyl 5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-1-methoxymethyl-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 37 percent / toluene / 3 h / Heating
2: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) THF, RT, 30 min
3: 1.) NaH / 1.) DMSO, RT, 20 min, 2.) DMSO, benzene, RT, 30 min
View Scheme

111011-78-0Relevant articles and documents

Synthesis and crystal structure of optically active 2-[benzyl(phenyl)amino]ethyl 5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2,6-di methyl-4-(3-nitrophenyl)-3-pyidinecarboxylate (NZ-105)

Sakoda,Matsumoto,Seto

, p. 2377 - 2381 (2007/10/02)

(S)-2-[Benzyl(phenyl)amino]ethyl 5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2,6-di methyl-4-(3-nitrophenyl)-3-pyridinecarboxylate ((S)-NZ-105) and R isomer were synthesized through the fractional crystallization of (S)-2-Methoxy-2-phenylethyl 5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2,6-di methyl-4-(3-nitrophenyl)-3-pyridinecarboxylate. Calcium antagonism activity was found to reside in the S isomer from single crystal X-ray diffraction analysis

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