1-tosyl-2-(S)-pyrrolidinemethanol

Base Information

• Chemical Name: 1-tosyl-2-(S)-pyrrolidinemethanol
• CAS No.: 55456-48-9
• Molecular Formula: C12H17NO3S
• Molecular Weight: 255.338
• DSSTox Substance ID: DTXSID50352369
• Nikkaji Number: J2.918.072E

Synonyms:1-tosyl-2-(S)-pyrrolidinemethanol;55456-48-9;N-tosylprolinol;SCHEMBL6302770;DTXSID50352369;ROHDMTXJNIUWBL-NSHDSACASA-N;AKOS015155637;(2S)-1-Tosyl-2-Pyrrolidinyl Methyl Alcohol

Chemical Property of 1-tosyl-2-(S)-pyrrolidinemethanol

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 255.09291458
• Heavy Atom Count: 17
• Complexity: 341

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2CCCC2CO
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2CCC[C@H]2CO

Technology Process of 1-tosyl-2-(S)-pyrrolidinemethanol

There total 14 articles about 1-tosyl-2-(S)-pyrrolidinemethanol 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%

(S)-methyl 1-tosylpyrrolidine-2-carboxylate (67488-65-7) → ((2S)-1-p-toluenesulfonyl-2-pyrrolidinyl)methanol (55456-48-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1055/s-0035-1560802

Reference yield: 93.0%

(S)-1-(Toluene-4-sulfonyl)-pyrrolidine-2-carboxylic acid (1R,2S,5R)-2,5-dimethyl-bicyclo[3.2.0]hept-2-yl ester (134513-03-4,134624-66-1,134624-68-3,134624-69-4) → ((2S)-1-p-toluenesulfonyl-2-pyrrolidinyl)methanol (55456-48-9) + (1R,2S,5R)-(-)-2,5-dimethylbicyclo<3.2.0>heptan-endo-2-ol (132957-49-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 5h; Ambient temperature;

DOI:10.1016/S0957-4166(00)80532-7

Reference yield: 89.0%

L-N-tosyl-proline (51077-01-1,110771-95-4) → ((2S)-1-p-toluenesulfonyl-2-pyrrolidinyl)methanol (55456-48-9)

Guidance literature:

With sodium tetrahydroborate; boron trifluoride diethyl etherate; Inert atmosphere;

DOI:10.1039/c0ob00560f

upstream raw materials:

(S)-1-(Toluene-4-sulfonyl)-pyrrolidine-2-carboxylic acid (1S,2R,5S)-2,5-dimethyl-bicyclo[3.2.0]hept-2-yl ester

(2R)-(+)-1-(4-toluenesulphonyl)prolyl chloride

(S)-1-(Toluene-4-sulfonyl)-pyrrolidine-2-carboxylic acid (1R,2S,5R)-2,5-dimethyl-bicyclo[3.2.0]hept-2-yl ester

p-toluenesulfonyl chloride

Downstream raw materials:

(S)-1-<(4-methylphenyl)sulfonyl>-2-pyrrolidinecarboxaldehyde

Sulfamic acid (S)-1-(toluene-4-sulfonyl)-pyrrolidin-2-ylmethyl ester

(S)-N-<<1-<(4-methylphenyl)sulfonyl>-2-pyrrolidinyl>-methyl>-D-leucylglycinamide

((S)-4-Methyl-2-{[(S)-1-(toluene-4-sulfonyl)-pyrrolidin-2-ylmethyl]-amino}-pentanoylamino)-acetic acid tert-butyl ester

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