(3R,4R)-tert-Butyl 3-amino-4-hydroxypyrrolidine-1-carboxylate

Base Information

• Chemical Name: (3R,4R)-tert-Butyl 3-amino-4-hydroxypyrrolidine-1-carboxylate
• CAS No.: 148214-90-8
• Molecular Formula: C₉H₁₈N₂O₃
• Molecular Weight: 202.254
• Hs Code.: 2933990090
• Mol file: 148214-90-8.mol

Synonyms:1-Pyrrolidinecarboxylicacid, 3-amino-4-hydroxy-, 1,1-dimethylethyl ester, trans-(?à)-;1-Pyrrolidinecarboxylic acid,3-amino-4-hydroxy-, 1,1-dimethylethyl ester, trans-;tert-ButylTrans-3-amino-4-hydroxypyrrolidine-1-carboxylate;tert-butyl (3S,4S)-3-amino-4-hydroxypyrrolidine-1-carboxylate;1-Pyrrolidinecarboxylic acid, 3-amino-4-hydroxy-, 1,1-dimethylethyl ester, (3S,4S)-;

Chemical Property of (3R,4R)-tert-Butyl 3-amino-4-hydroxypyrrolidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 6.07E-05mmHg at 25°C
• Refractive Index: 1.517
• Boiling Point: 308.762 °C at 760 mmHg
• PKA: 14.36±0.40(Predicted)
• Flash Point: 140.535 °C
• PSA: 75.79000
• Density: 1.179 g/cm³
• LogP: 0.56350
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

99% ^*data from raw suppliers

trans-3-Amino-1-Boc-4-hydroxypyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3R,4R)-tert-Butyl 3-amino-4-hydroxypyrrolidine-1-carboxylate

There total 69 articles about (3R,4R)-tert-Butyl 3-amino-4-hydroxypyrrolidine-1-carboxylate 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: 100.0%

1-tert-butoxycarbonyl-3,4-epoxypyrrolidine (114214-49-2) → [trans-]-3-amino-4-hydroxy-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester (190141-99-2,138026-97-8,148214-90-8,190792-75-7)

Guidance literature:

With ammonia; In water; at 70 ℃; Sealed tube;

Reference yield: 100.0%

tert-butyl (3S,4R)-3-amino-4-[tert-butyl(dimethyl)silyl]oxypyrrolidine-1-carboxylate → (3R,4S)-4-amino-1-N-tert-butyloxycarbonyl-3-hydroxypyrrolidine (138026-97-8,148214-90-8,190792-75-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere;

Reference yield: 99.0%

tert-butyl (+/-)-trans-3-(benzylamino)-4-hydroxypyrrolidine-1-carboxylate → (3S,4S)-4-amino-1-N-tert-butyloxycarbonyl-3-hydroxypyrrolidine (190792-74-6,138026-97-8,148214-90-8,190792-75-7)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In butan-1-ol; for 10h; under 2585.81 Torr;

upstream raw materials:

1-tert-butoxycarbonyl-3,4-epoxypyrrolidine

di-tert-butyl dicarbonate

N-(tert-butoxycarbonyl)-3-pyrroline

(±)-tert-butyl 3-azido-4-hydroxypyrrolidine-1-carboxylate

Downstream raw materials:

(3S,4S)-trans-N-Boc-3-acetylthio-4-(4-phenoxybenzenesulfonamido)pyrrolidine

(3S,4S)-trans-N-Boc-3-mercapto-4-(4-phenoxybenzenesulfonamido)pyrrolidine

(3R,4S)-cis-N-Boc-3-hydroxy-4-(4-phenoxybenzenesulfonamido)pyrrolidine

(3S,4S)-3-amino-4-hydroxypyrrolidine dihydrochloride

Refernces

• 1、 -. "FGFR4 INHIBITOR AND PREPARATION METHOD AND USE THEREOF". Paragraph 0412-0413. . Retrieved 2019/10/10.
• 2、 -. "INHIBITORS OF BRUTON'S TYROSINE KINASE AND METHODS OF THEIR USE". . . Retrieved 2018/06/30.