(4R,5S)-2-chloro-4-methyl-3-(2-methylpropyl)-5-phenyl-1,3,2-oxazaphospholidine

Base Information

• Chemical Name: (4R,5S)-2-chloro-4-methyl-3-(2-methylpropyl)-5-phenyl-1,3,2-oxazaphospholidine
• CAS No.: 140385-49-5
• Molecular Formula: C₁₃H₁₉ClNOP
• Molecular Weight: 271.727

Synonyms:(4R,5S)-2-chloro-4-methyl-3-(2-methylpropyl)-5-phenyl-1,3,2-oxazaphospholidine

Chemical Property of (4R,5S)-2-chloro-4-methyl-3-(2-methylpropyl)-5-phenyl-1,3,2-oxazaphospholidine

Chemical Property:

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Technology Process of (4R,5S)-2-chloro-4-methyl-3-(2-methylpropyl)-5-phenyl-1,3,2-oxazaphospholidine

There total 3 articles about (4R,5S)-2-chloro-4-methyl-3-(2-methylpropyl)-5-phenyl-1,3,2-oxazaphospholidine 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: 40.0%

(+)-(1S,2R)-2-<(2-methylpropyl)amino>-1-phenylpropanol (140385-48-4) → (4R,5S)-2-chloro-4-methyl-3-(2-methylpropyl)-5-phenyl-1,3,2-oxazaphospholidine (140385-49-5)

Guidance literature:

With triethylamine; phosphorus trichloride; In dichloromethane; for 1h; Heating;

DOI:10.1002/hlca.19910740605

Reference yield:

(1S,2R)-(+)-norphedrine (37577-28-9,58550-13-3,757124-50-8) → (4R,5S)-2-chloro-4-methyl-3-(2-methylpropyl)-5-phenyl-1,3,2-oxazaphospholidine (140385-49-5)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene / Heating

2: NaBH₄ / methanol; H₂O / Ambient temperature

3: 40 percent / 1) PCl₃ 2) NEt₃ / CH₂Cl₂ / 1 h / Heating

With sodium tetrahydroborate; triethylamine; phosphorus trichloride; In methanol; dichloromethane; water; toluene;

DOI:10.1002/hlca.19910740605

Reference yield:

(1S,2R)-2-[2-Methyl-prop-(Z)-ylideneamino]-1-phenyl-propan-1-ol → (4R,5S)-2-chloro-4-methyl-3-(2-methylpropyl)-5-phenyl-1,3,2-oxazaphospholidine (140385-49-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / methanol; H₂O / Ambient temperature

2: 40 percent / 1) PCl₃ 2) NEt₃ / CH₂Cl₂ / 1 h / Heating

With sodium tetrahydroborate; triethylamine; phosphorus trichloride; In methanol; dichloromethane; water;

DOI:10.1002/hlca.19910740605

upstream raw materials:

(+)-(1S,2R)-2-<(2-methylpropyl)amino>-1-phenylpropanol

(1S,2R)-(+)-norphedrine

Downstream raw materials:

(4R,4'R,5S,5'S)-4,4'-dimethyl-3,3'-bis(2-methylpropyl)-5,5'-diphenyl-2,2'-<<3,3',5,5'-tetrakis(1,1-dimethylethyl)-1,1'-biphenyl-2,2'-diyl>bis(oxy)>bis<1,3,2-oxazaphospholidine>

(4S,4'S,5R,5'R)-4,4'-dimethyl-3,3'-bis(2-methylpropyl)-5,5'-diphenyl-2,2'-<<3,3',5,5'-tetrakis(1,1-dimethylethyl)-1,1'-biphenyl-2,2'-diyl>bis(oxy)>bis<1,3,2-oxazaphospholidine>

(4S,5R)-2-chloro-4-methyl-3-(2-methylpropyl)-5-phenyl-1,3,2-oxazaphospholidine

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