trans-4-hydroxy-D-proline ethyl ester hydrochloride

Base Information

• Chemical Name: trans-4-hydroxy-D-proline ethyl ester hydrochloride
• CAS No.: 77449-98-0
• Molecular Formula: C₇H₁₃NO₃*ClH
• Molecular Weight: 195.646
• Mol file: 77449-98-0.mol

Synonyms:

Chemical Property of trans-4-hydroxy-D-proline ethyl ester hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-4-hydroxy-D-proline ethyl ester hydrochloride

There total 1 articles about trans-4-hydroxy-D-proline ethyl ester hydrochloride 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:

→ N-(benzyloxycarbonyl)-cis-4-(tosyloxy)-D-proline ethyl ester (130830-63-6) + trans-4-hydroxy-D-proline ethyl ester hydrochloride (77449-98-0)

Guidance literature:

Reference yield:

trans-4-hydroxy-D-proline ethyl ester hydrochloride (77449-98-0) → (2R,4R)-4-(Diphenylphosphino)-2-<(diphenylphosphino)methyl>pyrrolidine (77450-05-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 81 percent / Et₃N / H₂O; dioxane

2: 45 percent / LiBH₄ / tetrahydrofuran

3: 69 percent / pyridine

4: 34 percent / 1.) Na/NH₃ (liq.) / tetrahydrofuran

5: 87 percent / CF₃COOH

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

DOI:10.1021/jo00327a023

Reference yield:

trans-4-hydroxy-D-proline ethyl ester hydrochloride (77449-98-0) → N-Acryloyl-(2R,4R)-4-(diphenylphosphino)-2-<(diphenylphosphino)methyl>pyrrolidine (77429-64-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 81 percent / Et₃N / H₂O; dioxane

2: 45 percent / LiBH₄ / tetrahydrofuran

3: 69 percent / pyridine

4: 34 percent / 1.) Na/NH₃ (liq.) / tetrahydrofuran

5: 87 percent / CF₃COOH

6: 28 percent / 2N NaOH / toluene

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

DOI:10.1021/jo00327a023

Downstream raw materials:

(2R,4S)-tert-butyl 4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate

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

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

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

Refernces