(R)-2-(4-(tert-butoxycarbonyl)morpholin-3-yl)acetic acid

Base Information

• Chemical Name: (R)-2-(4-(tert-butoxycarbonyl)morpholin-3-yl)acetic acid
• CAS No.: 761460-03-1
• Molecular Formula: C₁₁H₁₉NO₅
• Molecular Weight: 245.276
• DSSTox Substance ID: DTXSID40466580
• Nikkaji Number: J2.117.288J
• Wikidata: Q72450096
• Mol file: 761460-03-1.mol

Synonyms:761460-03-1;(R)-4-Boc-3-Morpholineacetic acid;(R)-2-(4-(tert-butoxycarbonyl)morpholin-3-yl)acetic acid;(R)-N-Boc-3-morpholineacetic acid;2-[(3R)-4-[(2-methylpropan-2-yl)oxycarbonyl]morpholin-3-yl]acetic Acid;MFCD09264262;SCHEMBL13683344;DTXSID40466580;3-MORPHOLINEACETIC ACID, 4-[(1,1-DIMETHYLETHOXY)CARBONYL]-, (3R)-;AKOS015920423;CS-W008526;DS-12904;A9656;(R)-4-Boc-3-morpholineacetic acid, >=97.5% (HPLC);(R)-2-(4-(tert-butoxycarbonyl)morpholin-3-yl)aceticacid;[(3R)-4-(tert-Butoxycarbonyl)morpholin-3-yl]acetic acid;(R)-N-T-BUTYLOXYCARBONYL-MORPHOLINE-3-YL-ACETIC ACID

Chemical Property of (R)-2-(4-(tert-butoxycarbonyl)morpholin-3-yl)acetic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 74-78 °C
• Refractive Index: 1.482
• Boiling Point: 388.244 °C at 760 mmHg
• Flash Point: 188.603 °C
• PSA: 76.07000
• Density: 1.18 g/cm³
• LogP: 1.03490
• Storage Temp.: 2-8°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 245.12632271
• Heavy Atom Count: 17
• Complexity: 297

Purity/Quality:

97% ^*data from raw suppliers

(R)-4-Boc-3-morpholineacetic acid ≥97.5% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCOCC1CC(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCOC[C@H]1CC(=O)O

Technology Process of (R)-2-(4-(tert-butoxycarbonyl)morpholin-3-yl)acetic acid

There total 12 articles about (R)-2-(4-(tert-butoxycarbonyl)morpholin-3-yl)acetic acid 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: 98.0%

tert-Butyl 3-(2-ethoxy-2-oxoethyl)morpholine-4-carboxylate (761460-02-0) → 2-(4-(tert-butoxycarbonyl)morpholin-3-yl)acetic acid (859155-89-8,761460-03-1,839710-38-2)

Guidance literature:

tert-Butyl 3-(2-ethoxy-2-oxoethyl)morpholine-4-carboxylate; With water; lithium hydroxide; In tetrahydrofuran; ethanol; at 80 ℃; for 4h;

With hydrogenchloride; In water;

Reference yield:

tert-Butyl 3-(2-ethoxy-2-oxoethyl)morpholine-4-carboxylate (761460-02-0) → (3R)-4-tert-butoxycarbonyl-3-carboxymethylmorpholine (761460-03-1,839710-38-2) + (3S)-4-tert-butoxycarbonyl-3-carbethoxymethylmorpholine (761460-04-2)

Guidance literature:

With Burkholderia cepacia lipase; hydrogenchloride; In tetrahydrofuran; phosphate buffer; at 25 ℃; for 10h; pH=7;

DOI:10.1016/j.tetasy.2004.09.022

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 2-(4-(tert-butoxycarbonyl)morpholin-3-yl)acetic acid (859155-89-8,761460-03-1,839710-38-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: water; lithium hydroxide / ethanol; tetrahydrofuran / 4 h / 80 °C

With water; triethylamine; lithium hydroxide; In tetrahydrofuran; ethanol; dichloromethane;

upstream raw materials:

tert-Butyl 3-(2-ethoxy-2-oxoethyl)morpholine-4-carboxylate

di-tert-butyl dicarbonate

ethyl 2-(morpholin-3-yl)acetate

2-(morpholin-3-yl)acetic acid

Downstream raw materials:

methyl 3-(3-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino)-5-(trifluoromethyl)benzoate

methyl 3-(3-(2-(((R)-1-(naphthalen-1-yl)ethyl)amino)ethyl)morpholino)-5-(trifluoromethyl)benzoate