(E)-(R)-(1,3-dimethyl-2-oxo-2λ⁵-[1,3,2]diazaphospholidin-2-yl)-(1-ethyl-but-2-enyl)-phosphoramidic acid diphenyl ester

Base Information

• Chemical Name: (E)-(R)-(1,3-dimethyl-2-oxo-2λ⁵-[1,3,2]diazaphospholidin-2-yl)-(1-ethyl-but-2-enyl)-phosphoramidic acid diphenyl ester
• CAS No.: 699023-75-1
• Molecular Formula: C₂₂H₃₁N₃O₄P₂
• Molecular Weight: 463.453

Synonyms:(E)-(R)-(1,3-dimethyl-2-oxo-2λ⁵-[1,3,2]diazaphospholidin-2-yl)-(1-ethyl-but-2-enyl)-phosphoramidic acid diphenyl ester

Chemical Property of (E)-(R)-(1,3-dimethyl-2-oxo-2λ⁵-[1,3,2]diazaphospholidin-2-yl)-(1-ethyl-but-2-enyl)-phosphoramidic acid diphenyl ester

Chemical Property:

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Technology Process of (E)-(R)-(1,3-dimethyl-2-oxo-2λ⁵-[1,3,2]diazaphospholidin-2-yl)-(1-ethyl-but-2-enyl)-phosphoramidic acid diphenyl ester

There total 7 articles about (E)-(R)-(1,3-dimethyl-2-oxo-2λ⁵-[1,3,2]diazaphospholidin-2-yl)-(1-ethyl-but-2-enyl)-phosphoramidic acid diphenyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

diphenyl phosphoryl azide (26386-88-9) + (1,3-dimethyl-[1,3,2]diazaphospholidin-2-yl)-dimethyl-amine (6069-38-1) + (E)-(S)-Hex-3-en-2-ol (148261-31-8) → (E)-(R)-(1,3-dimethyl-2-oxo-2λ5-[1,3,2]diazaphospholidin-2-yl)-(1-ethyl-but-2-enyl)-phosphoramidic acid diphenyl ester (699023-75-1) + (E)-(S)-(1,3-dimethyl-2-oxo-2λ5-[1,3,2]diazaphospholidin-2-yl)-(1-ethyl-but-2-enyl)-phosphoramidic acid diphenyl ester

Guidance literature:

(1,3-dimethyl-[1,3,2]diazaphospholidin-2-yl)-dimethyl-amine; (E)-(S)-Hex-3-en-2-ol; In benzene; at 20 ℃; for 6h;

diphenyl phosphoryl azide; In benzene; for 0.5h;

dichloro bis(acetonitrile) palladium(II); In dichloromethane; at 20 ℃; for 16h; Title compound not separated from byproducts;

DOI:10.1002/anie.200353284

Reference yield:

diphenyl phosphoryl azide (26386-88-9) + (1,3-dimethyl-[1,3,2]diazaphospholidin-2-yl)-dimethyl-amine (6069-38-1) + (S)-(-)-(Z)-3-hexen-2-ol (148261-32-9) → (E)-(R)-(1,3-dimethyl-2-oxo-2λ5-[1,3,2]diazaphospholidin-2-yl)-(1-ethyl-but-2-enyl)-phosphoramidic acid diphenyl ester (699023-75-1) + (E)-(S)-(1,3-dimethyl-2-oxo-2λ5-[1,3,2]diazaphospholidin-2-yl)-(1-ethyl-but-2-enyl)-phosphoramidic acid diphenyl ester

Guidance literature:

(1,3-dimethyl-[1,3,2]diazaphospholidin-2-yl)-dimethyl-amine; (S)-(-)-(Z)-3-hexen-2-ol; In benzene; at 20 ℃; for 6h;

diphenyl phosphoryl azide; In benzene; for 0.5h;

dichloro bis(acetonitrile) palladium(II); In dichloromethane; at 20 ℃; for 16h; Title compound not separated from byproducts;

DOI:10.1002/anie.200353284

Reference yield:

diphenyl phosphoryl azide (26386-88-9) → (E)-(R)-(1,3-dimethyl-2-oxo-2λ5-[1,3,2]diazaphospholidin-2-yl)-(1-ethyl-but-2-enyl)-phosphoramidic acid diphenyl ester (699023-75-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: benzene / 6 h / 20 °C

1.2: 78 percent / benzene / 0.5 h / 20 °C

2.1: bis(acetonitrile)dichloropalladium(II); molecular sieves 4 Angstroem / CH₂Cl₂ / 16 h

With dichloro bis(acetonitrile) palladium(II); 4 A molecular sieve; In dichloromethane; benzene; 2.1: Cope rearrangement;

DOI:10.1021/ja054161k

upstream raw materials:

diphenyl phosphoryl azide

(1,3-dimethyl-[1,3,2]diazaphospholidin-2-yl)-dimethyl-amine

(E)-(S)-Hex-3-en-2-ol

(S)-(-)-(Z)-3-hexen-2-ol

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