Boc-L-Cyclobutylglycine

Base Information

• Chemical Name: Boc-L-Cyclobutylglycine
• CAS No.: 155905-77-4
• Molecular Formula: C11H19NO4
• Molecular Weight: 229.276
• Hs Code.: 2924299090
• Mol file: 155905-77-4.mol

Synonyms:Boc-L-Cyclobutylglycine

Chemical Property of Boc-L-Cyclobutylglycine

Chemical Property:

• Boiling Point: 379.097 °C at 760 mmHg
• PKA: 4.06±0.10(Predicted)
• Flash Point: 183.072 °C
• PSA: 75.63000
• Density: 1.169 g/cm³
• LogP: 2.15530
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-((tert-Butoxycarbonyl)amino)-2-cyclobutylaceticacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Boc-L-Cyclobutylglycine

There total 6 articles about Boc-L-Cyclobutylglycine 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:

(2R)-2-t-butoxycarbonylamino-3-phenylsulfonyl-1-(2-tetrahydropyranyloxy)propane (116611-45-1) → (S)-tert-Butoxycarbonylamino-cyclobutyl-acetic acid (155905-77-4,155905-78-5,811460-95-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) n-BuLi / 1) THF, -78 deg C, 15 min, 2) THF, -78 to -10 deg C

2: n-BuLi / tetrahydrofuran / -40 °C

3: 6percent Na-Hg, Na₂HPO₄ / methanol / 3 h / 0 - 20 °C

4: PPTS / ethanol / 6 h / 50 °C

5: CrO₃, H₂SO₄ / 1 h / 0 - 20 °C

With chromium(VI) oxide; disodium hydrogenphosphate; n-butyllithium; sodium amalgam; sulfuric acid; pyridinium p-toluenesulfonate; In tetrahydrofuran; methanol; ethanol;

DOI:10.1016/S0040-4039(00)76520-8

Reference yield:

((S)-1-Cyclobutyl-2-hydroxy-ethyl)-carbamic acid tert-butyl ester → (S)-tert-Butoxycarbonylamino-cyclobutyl-acetic acid (155905-77-4,155905-78-5,811460-95-4)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; at 0 - 20 ℃; for 1h; Yield given;

DOI:10.1016/S0040-4039(00)76520-8

Reference yield:

[(R)-2-Benzenesulfonyl-5-chloro-1-(tetrahydro-pyran-2-yloxymethyl)-pentyl]-carbamic acid tert-butyl ester → (S)-tert-Butoxycarbonylamino-cyclobutyl-acetic acid (155905-77-4,155905-78-5,811460-95-4)

Guidance literature:

Multi-step reaction with 4 steps

1: n-BuLi / tetrahydrofuran / -40 °C

2: 6percent Na-Hg, Na₂HPO₄ / methanol / 3 h / 0 - 20 °C

3: PPTS / ethanol / 6 h / 50 °C

4: CrO₃, H₂SO₄ / 1 h / 0 - 20 °C

With chromium(VI) oxide; disodium hydrogenphosphate; n-butyllithium; sodium amalgam; sulfuric acid; pyridinium p-toluenesulfonate; In tetrahydrofuran; methanol; ethanol;

DOI:10.1016/S0040-4039(00)76520-8

upstream raw materials:

(2R)-2-t-butoxycarbonylamino-3-phenylsulfonyl-1-(2-tetrahydropyranyloxy)propane

1.3-chlorobromopropane

[(R)-1-(1-Benzenesulfonyl-cyclobutyl)-2-(tetrahydro-pyran-2-yloxy)-ethyl]-carbamic acid tert-butyl ester

Refernces