tert-butyl (3S)-3-(hydroxymethyl)morpholine-4-carboxylate

Base Information

• Chemical Name: tert-butyl (3S)-3-(hydroxymethyl)morpholine-4-carboxylate
• CAS No.: 714971-28-5
• Molecular Formula: C10H19NO4
• Molecular Weight: 217.265
• Hs Code.: 2934999090
• European Community (EC) Number: 889-540-3
• DSSTox Substance ID: DTXSID80363822
• Wikidata: Q72503348
• Mol file: 714971-28-5.mol

Synonyms:714971-28-5;(S)-4-Boc-(3-hydroxymethyl)morpholine;(S)-tert-butyl 3-(hydroxymethyl)morpholine-4-carboxylate;tert-butyl (3S)-3-(hydroxymethyl)morpholine-4-carboxylate;(S)-N-BOC-3-hydroxymethylmorpholine;(S)-N-BOC-3-(hydroxymethyl)morpholine;(S)-3-HYDROXYMETHYLMORPHOLINE-4-CARBOXYLIC ACID TERT-BUTYL ESTER;(S)-3-Hydroxymethyl-4-boc-morpholine;(S)-3-hydroxymethyl-morpholine-4-carboxylic acid tert-butyl ester;(S)-4-Boc-3-hydroxymethyl-morpholine;MFCD06799478;SCHEMBL307099;DTXSID80363822;3(S)-Hydroxymethyl-4-Boc-morpholine;(s)-4-boc-3-hydroxymethyl morpholine;AKOS015841581;AKOS015916386;CS-W019073;GS-4502;A9362;AM20100679;EN300-154379;tert-Butyl(3S)-3-(hydroxymethyl)morpholine-4-carboxylate;(3S)-3-(Hydroxymethyl)-4-morpholinecarboxylic Acid 1,1-Dimethylethyl Ester,99%e.e.

Chemical Property of tert-butyl (3S)-3-(hydroxymethyl)morpholine-4-carboxylate

Chemical Property:

• Vapor Pressure: 2.53E-05mmHg at 25°C
• Melting Point: 80 oC
• Refractive Index: 1.474
• Boiling Point: 320.7 °C at 760 mmHg
• PKA: 14.85±0.10(Predicted)
• Flash Point: 147.8 °C
• PSA: 59.00000
• Density: 1.118g/cm³
• LogP: 0.55250
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 217.13140809
• Heavy Atom Count: 15
• Complexity: 224

Purity/Quality:

97% ^*data from raw suppliers

(S)-3-Hydroxymethylmorpholine-4-carboxylicAcidtert-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCOCC1CO
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCOC[C@@H]1CO

Technology Process of tert-butyl (3S)-3-(hydroxymethyl)morpholine-4-carboxylate

There total 10 articles about tert-butyl (3S)-3-(hydroxymethyl)morpholine-4-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: 97.0%

(S)-3-(hydroxymethyl)morpholine (211053-50-8) + di-tert-butyl dicarbonate (24424-99-5) → (S)-3-(hydroxymethyl)morpholine-4-carboxylic acid tert-butyl ester (714971-28-5)

Guidance literature:

With triethylamine; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.tetasy.2005.12.027

Reference yield: 94.0%

(R)-morpholine-3,4-dicarboxylic acid 4-tert-butyl ester (869681-70-9) → (S)-3-(hydroxymethyl)morpholine-4-carboxylic acid tert-butyl ester (714971-28-5)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; for 24h;

Reference yield: 74.9%

di-tert-butyl dicarbonate (24424-99-5) + C8H19NO2Si → (S)-3-(hydroxymethyl)morpholine-4-carboxylic acid tert-butyl ester (714971-28-5)

Guidance literature:

C₈H₁₉NO₂Si; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 5h; Industrial scale; Green chemistry;

di-tert-butyl dicarbonate; With triethylamine; In tetrahydrofuran; at 20 ℃; for 24h; Reagent/catalyst; Cooling with ice; Industrial scale; Green chemistry;

upstream raw materials:

(S)-3-(hydroxymethyl)morpholine

di-tert-butyl dicarbonate

(R)-3-(tert-butyldiphenylsilyloxymethyl)morpholine

(R)-morpholine-3,4-dicarboxylic acid 4-tert-butyl ester

Downstream raw materials:

(R)-morpholine-3,4-dicarboxylic acid 4-tert-butyl ester

(R)-methyl N-tert-butoxycarbonylmorpholine-3-carboxylate

(R)-3-(4-chloro-2-nitro-phenoxymethyl)-morpholine-4-carboxylic acid tert-butyl ester

(3S)-3-[4-(4-fluorophenyl)-piperazine-1-carbonyloxymethyl]-morpholine-4-carboxylic acid tert-butyl ester