((2R,4R,5R)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-((4R,5S)-4,8-dimethyl-spiro[4.5]deca-1,7-dien-1-yl)-acetonitrile

Base Information

• Chemical Name: ((2R,4R,5R)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-((4R,5S)-4,8-dimethyl-spiro[4.5]deca-1,7-dien-1-yl)-acetonitrile
• CAS No.: 618458-14-3
• Molecular Formula: C₂₄H₃₁N₂O₃P
• Molecular Weight: 426.495

Synonyms:((2R,4R,5R)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-((4R,5S)-4,8-dimethyl-spiro[4.5]deca-1,7-dien-1-yl)-acetonitrile

Chemical Property of ((2R,4R,5R)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-((4R,5S)-4,8-dimethyl-spiro[4.5]deca-1,7-dien-1-yl)-acetonitrile

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Technology Process of ((2R,4R,5R)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-((4R,5S)-4,8-dimethyl-spiro[4.5]deca-1,7-dien-1-yl)-acetonitrile

There total 3 articles about ((2R,4R,5R)-3,4-Dimethyl-2-oxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-2-yloxy)-((4R,5S)-4,8-dimethyl-spiro[4.5]deca-1,7-dien-1-yl)-acetonitrile 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: 95.0%

lithium cyanide (2408-36-8) + (4R,5S)-4,8-Dimethyl-spiro[4.5]deca-1,7-diene-1-carbaldehyde (618458-13-2) + (2S,4R,5R)-2-chloro-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidin-2-one → ((2R,4R,5R)-3,4-Dimethyl-2-oxo-5-phenyl-2λ5-[1,3,2]oxazaphospholidin-2-yloxy)-((4R,5S)-4,8-dimethyl-spiro[4.5]deca-1,7-dien-1-yl)-acetonitrile (618458-14-3)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/S0040-4020(03)00936-0

Reference yield:

(4R,5S)-4,8-Dimethyl-spiro[4.5]dec-7-en-1-one (52475-69-1) → ((2R,4R,5R)-3,4-Dimethyl-2-oxo-5-phenyl-2λ5-[1,3,2]oxazaphospholidin-2-yloxy)-((4R,5S)-4,8-dimethyl-spiro[4.5]deca-1,7-dien-1-yl)-acetonitrile (618458-14-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 80 percent / HCl / acetonitrile / 15 h / 20 °C

2.1: n-BuLi / 1,2-dimethoxy-ethane; hexane / -78 - -20 °C

2.2: 91 percent / 1,2-dimethoxy-ethane; hexane / -78 - 20 °C

3.1: 95 percent / tetrahydrofuran / 1 h / 20 °C

With hydrogenchloride; n-butyllithium; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; acetonitrile;

DOI:10.1016/S0040-4020(03)00936-0

Reference yield:

C27H42N2O2S (306292-46-6) → ((2R,4R,5R)-3,4-Dimethyl-2-oxo-5-phenyl-2λ5-[1,3,2]oxazaphospholidin-2-yloxy)-((4R,5S)-4,8-dimethyl-spiro[4.5]deca-1,7-dien-1-yl)-acetonitrile (618458-14-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / 1,2-dimethoxy-ethane; hexane / -78 - -20 °C

1.2: 91 percent / 1,2-dimethoxy-ethane; hexane / -78 - 20 °C

2.1: 95 percent / tetrahydrofuran / 1 h / 20 °C

With n-butyllithium; In tetrahydrofuran; 1,2-dimethoxyethane; hexane;

DOI:10.1016/S0040-4020(03)00936-0

upstream raw materials:

lithium cyanide

(4R,5S)-4,8-Dimethyl-spiro[4.5]deca-1,7-diene-1-carbaldehyde

(4R,5S)-4,8-Dimethyl-spiro[4.5]dec-7-en-1-one

C₂₇H₄₂N₂O₂S

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