H-D-PRO-OTBU

Base Information

• Chemical Name: H-D-PRO-OTBU
• CAS No.: 90071-62-8
• Molecular Formula: C₉H₁₇NO₂
• Molecular Weight: 171.239
• Hs Code.: 2933998090
• Mol file: 90071-62-8.mol

Synonyms:(R)-Pyrrolidine-2-carboxylicacid tert-butyl ester;D-Proline tert-butyl ester;

Chemical Property of H-D-PRO-OTBU

Chemical Property:

• Vapor Pressure: 0.121mmHg at 25°C
• Refractive Index: 1.454
• Boiling Point: 219.2 °C at 760 mmHg
• PKA: 8.32±0.10(Predicted)
• Flash Point: 86.4 °C
• PSA: 38.33000
• Density: 0.995g/cm³
• LogP: 1.40890
• Storage Temp.: -15°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

D-Proline tert-butyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41-51
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: D-Proline tert-Butyl Ester is the tert-Butyl ester of D-proline (P755990) which is used in the synthesis of (R)-(+)-N-Boc-Pipecolic Acid, (S)-(-)-Coniine, (S)-(+)-Pelletierine, (+)-.beta.-Conhydrine, and (S)-(-)-Ropivacaine and formal synthesis of (-)-Lasubine II and (+)-Cermizine C.

Technology Process of H-D-PRO-OTBU

There total 3 articles about H-D-PRO-OTBU 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: 71.0%

(R)-tert-butyl 4-(1,3-dioxolan-2-yl)-2-(diphenylmethyleneamino)butanoate (1416352-40-3) → L-proline t-butyl ester (2812-46-6,90071-62-8,113131-45-6)

Guidance literature:

(R)-tert-butyl 4-(1,3-dioxolan-2-yl)-2-(diphenylmethyleneamino)butanoate; With trifluoroacetic acid; In ethanol; water; at 20 ℃; for 1h;

With palladium 10% on activated carbon; hydrogen; In ethanol; water; at 45 ℃; for 24h; stereoselective reaction;

DOI:10.1039/c2ob26778k

Reference yield:

D-Prolin (344-25-2,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → L-proline t-butyl ester (2812-46-6,90071-62-8,113131-45-6)

Guidance literature:

Reference yield:

Z-D-Pro-OtBu (201206-00-0) → L-proline t-butyl ester (2812-46-6,90071-62-8,113131-45-6)

Guidance literature:

With palladium on activated charcoal; hydrogen;

DOI:10.1007/s00726-011-0947-6

upstream raw materials:

D-Prolin

Z-D-Pro-OtBu

(R)-tert-butyl 4-(1,3-dioxolan-2-yl)-2-(diphenylmethyleneamino)butanoate

Downstream raw materials:

cyclo(-L-Ae₉-Aib-L-Phe-D-Pro-)

cyclo(-L-Ae₉(epo)-Aib-L-Phe-D-Pro-)

Boc-L-Ae₉-Aib-L-Phe-D-Pro-OtBu

cyclo(-L-7-bromo-Ahp-Aib-L-Phe-D-Pro-)

Refernces

• 1、 Islam, Md. Shahidul,Bhuiyan, Mohammed P. I.,Islam, Md. Nurul,Nsiama, Tienabe Kipassa,Oishi, Naoto,Kato, Tamaki,Nishino, Norikazu,Ito, Akihiro,Yoshida, Minoru. "Evaluation of functional groups on amino acids in cyclic tetrapeptides in histone deacetylase inhibition". body text. p. 2103 - 2110. Retrieved 2012/08/29.