(R)-tert-butyl 2-(tosyloxymethyl)morpholine-4-carboxylate

Base Information

• Chemical Name: (R)-tert-butyl 2-(tosyloxymethyl)morpholine-4-carboxylate
• CAS No.: 135065-64-4
• Molecular Formula: C17H25NO6S
• Molecular Weight: 371.455
• DSSTox Substance ID: DTXSID901123559
• Mol file: 135065-64-4.mol

Synonyms:SCHEMBL618014;LOBHRXDXENCDIZ-CQSZACIVSA-N;DTXSID901123559;EN300-12626539;(R)-tert-butyl 2-(tosyloxymethyl)morpholine-4-carboxylate;tert-butyl (R)-2-[(tosyloxy)methyl]morpholine-4-carboxylate;tert-butyl (2R)-2-(p-tolylsulfonyloxymethyl)morpholine-4-carboxylate;1,1-Dimethylethyl (2R)-2-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-4-morpholinecarboxylate;tert-butyl (2R)-2-{[(4-methylbenzenesulfonyl)oxy]methyl}morpholine-4-carboxylate;135065-64-4

Chemical Property of (R)-tert-butyl 2-(tosyloxymethyl)morpholine-4-carboxylate

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 371.14025869
• Heavy Atom Count: 25
• Complexity: 543

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCC2CN(CCO2)C(=O)OC(C)(C)C
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)OC[C@H]2CN(CCO2)C(=O)OC(C)(C)C

Technology Process of (R)-tert-butyl 2-(tosyloxymethyl)morpholine-4-carboxylate

There total 13 articles about (R)-tert-butyl 2-(tosyloxymethyl)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: 100.0%

p-toluenesulfonyl chloride (98-59-9) + (R)-2-hydroxymethylmorpholine-4-carboxylic acid tert-butyl ester (135065-71-3) → tert-butyl (2R)-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)morpholine-4-carboxylate (135065-64-4)

Guidance literature:

With trimethylamine hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

(2R)-2-[(benzyloxy)methyl]morpholine (135065-70-2) → tert-butyl (2R)-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)morpholine-4-carboxylate (135065-64-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / Et₃N / CH₂Cl₂ / 2 h / 20 - 25 °C

2: 100 percent / H₂ / 5percent Pd/C / ethanol / 9 h / 70 °C

3: Et₃N / CH₂Cl₂ / 16 h / 20 - 25 °C

With hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane;

Reference yield:

tert-butyl (2R)-2-[(benzyloxy)methyl]morpholine-4-carboxylate (135097-68-6) → tert-butyl (2R)-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)morpholine-4-carboxylate (135065-64-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / H₂ / 5percent Pd/C / ethanol / 9 h / 70 °C

2: Et₃N / CH₂Cl₂ / 16 h / 20 - 25 °C

With hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane;

upstream raw materials:

p-toluenesulfonyl chloride

(R)-2-hydroxymethylmorpholine-4-carboxylic acid tert-butyl ester

(2R)-2-[(benzyloxy)methyl]morpholine

tert-butyl (2R)-2-[(benzyloxy)methyl]morpholine-4-carboxylate

Downstream raw materials:

1,1-dimethylethyl (2R)-2-[({4-[(methyloxy)carbonyl]phenyl}oxy)methyl]-4-morpholinecarboxylate

1,1-dimethylethyl (2R)-2-({[4-(hydrazinocarbonyl)phenyl]oxy}methyl)-4-morpholinecarboxylate

CCT245737

(R)-2-hydroxymethylmorpholine-4-carboxylic acid tert-butyl ester