(+)-PPM

Base Information

• Chemical Name: (+)-PPM
• CAS No.: 77450-05-6
• Molecular Formula: C29H29 N P2
• Molecular Weight: 453.49
• Hs Code.: 2933990090
• Mol file: 77450-05-6.mol

Synonyms:Pyrrolidine,4-(diphenylphosphino)-2-[(diphenylphosphino)methyl]-, (2R-cis)-

Chemical Property of (+)-PPM

Chemical Property:

• Boiling Point: 575.8±35.0 °C(Predicted)
• PKA: 9.87±0.10(Predicted)
• PSA: 39.21000
• LogP: 5.31150
• Sensitive.: air sensitive

Purity/Quality:

97% ^*data from raw suppliers

(2R,4R)-(+)-2-(Diphenylphosphinomethyl)-4-(diphenylphosphino)pyrrolidine, min. 97% (R,R-PPM) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (+)-PPM

There total 11 articles about (+)-PPM 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: 87.0%

N-(tert-Butoxycarbonyl)-(2R,4R)-4-(diphenylphosphino)-2-<(diphenylphosphino)methyl>pyrrolidine (72598-03-9) → (2R,4R)-4-(Diphenylphosphino)-2-<(diphenylphosphino)methyl>pyrrolidine (77450-05-6)

Guidance literature:

With trifluoroacetic acid;

DOI:10.1021/jo00327a023

Reference yield:

(2R,4R)-2-ethoxycarbonyl-4-hydroxypyrrolidine hydrochloride (77449-99-1) → (2R,4R)-4-(Diphenylphosphino)-2-<(diphenylphosphino)methyl>pyrrolidine (77450-05-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 87 percent / Et₃N / dioxane; H₂O / 15 h / 50 °C

2: 89 percent / pyridine / 1.) 0 deg C, 1 h, 2.) room temperature, 48 h

3: 1.) Et₄NOAc*4H₂O, 2.) 1 N NaOH / 1.) benzene, reflux, 1.5 h, 2.) MeOH, 0 deg C

4: 45 percent / LiBH₄ / tetrahydrofuran

5: 69 percent / pyridine

6: 34 percent / 1.) Na/NH₃ (liq.) / tetrahydrofuran

7: 87 percent / CF₃COOH

With sodium hydroxide; lithium borohydride; tetraethylammonium acetate; ammonia; sodium; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; pyridine; water;

DOI:10.1021/jo00327a023

Reference yield:

(2R,4R)-4-hydroxypyrrolidine-2-carboxylic acid hydrochloride (77449-94-6,441067-49-8) → (2R,4R)-4-(Diphenylphosphino)-2-<(diphenylphosphino)methyl>pyrrolidine (77450-05-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 77 percent / HCl (gas) / 5 h / Heating

2: 87 percent / Et₃N / dioxane; H₂O / 15 h / 50 °C

3: 89 percent / pyridine / 1.) 0 deg C, 1 h, 2.) room temperature, 48 h

4: 1.) Et₄NOAc*4H₂O, 2.) 1 N NaOH / 1.) benzene, reflux, 1.5 h, 2.) MeOH, 0 deg C

5: 45 percent / LiBH₄ / tetrahydrofuran

6: 69 percent / pyridine

7: 34 percent / 1.) Na/NH₃ (liq.) / tetrahydrofuran

8: 87 percent / CF₃COOH

With hydrogenchloride; sodium hydroxide; lithium borohydride; tetraethylammonium acetate; ammonia; sodium; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; pyridine; water;

DOI:10.1021/jo00327a023

upstream raw materials:

N-(tert-Butoxycarbonyl)-(2R,4R)-4-(diphenylphosphino)-2-<(diphenylphosphino)methyl>pyrrolidine

(2R,4R)-2-ethoxycarbonyl-4-hydroxypyrrolidine hydrochloride

(2R,4R)-4-hydroxypyrrolidine-2-carboxylic acid hydrochloride

(2R,4R)-4-hydroxyproline-1,2-dicarboxylic acid 1-tert-butyl 2-ethyl ester

Downstream raw materials:

N-Acryloyl-(2R,4R)-4-(diphenylphosphino)-2-<(diphenylphosphino)methyl>pyrrolidine