(1'S,2'R)-2'-(N-benzyl-N-mesitylenesulfonylamino)-1'-phenylpropyl thiolpropionate

Base Information

Chemical Name:(1'S,2'R)-2'-(N-benzyl-N-mesitylenesulfonylamino)-1'-phenylpropyl thiolpropionate
CAS No.:913288-78-5
Molecular Formula:C₂₈H₃₃NO₃S₂
Molecular Weight:495.707
Hs Code.:

Synonyms:(1'S,2'R)-2'-(N-benzyl-N-mesitylenesulfonylamino)-1'-phenylpropyl thiolpropionate

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Chemical Property of (1'S,2'R)-2'-(N-benzyl-N-mesitylenesulfonylamino)-1'-phenylpropyl thiolpropionate

Chemical Property:

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Technology Process of (1'S,2'R)-2'-(N-benzyl-N-mesitylenesulfonylamino)-1'-phenylpropyl thiolpropionate

There total 8 articles about (1'S,2'R)-2'-(N-benzyl-N-mesitylenesulfonylamino)-1'-phenylpropyl thiolpropionate 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: 83.0%

: 913288-73-0
(1S,2R)-2-(N-benzyl-N-mesitylenesulfonylamino)-1-phenylpropane-1-thiol

: 79-03-8
propionyl chloride

: 913288-78-5
(1'S,2'R)-2'-(N-benzyl-N-mesitylenesulfonylamino)-1'-phenylpropyl thiolpropionate

Guidance literature:: With pyridine; In dichloromethane; at 0 - 20 ℃; for 18h;
DOI:10.1021/ol0614774

Reference yield:

: 37577-28-9,58550-13-3,757124-50-8
(1S,2R)-(+)-norphedrine

: 913288-78-5
(1'S,2'R)-2'-(N-benzyl-N-mesitylenesulfonylamino)-1'-phenylpropyl thiolpropionate

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

2: 87 percent / methanesulfonylchloride; Et₃N / 14.17 h / 0 - 20 °C

3: 93 percent / PBu₃ / acetonitrile; H₂O / 18 h / 20 °C

4: NaH / dimethylformamide / 18 h / 20 °C

5: 96 percent / NaOMe / methanol / 1.5 h / 20 °C

6: 83 percent / pyridine / CH₂Cl₂ / 18 h / 0 - 20 °C

With pyridine; tributylphosphine; sodium methylate; sodium hydride; methanesulfonyl chloride; triethylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol0614774

Reference yield:

: 773-64-8
2-mesitylenesulphonyl chloride

: 913288-78-5
(1'S,2'R)-2'-(N-benzyl-N-mesitylenesulfonylamino)-1'-phenylpropyl thiolpropionate

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

2: 87 percent / methanesulfonylchloride; Et₃N / 14.17 h / 0 - 20 °C

3: 93 percent / PBu₃ / acetonitrile; H₂O / 18 h / 20 °C

4: NaH / dimethylformamide / 18 h / 20 °C

5: 96 percent / NaOMe / methanol / 1.5 h / 20 °C

6: 83 percent / pyridine / CH₂Cl₂ / 18 h / 0 - 20 °C

With pyridine; tributylphosphine; sodium methylate; sodium hydride; methanesulfonyl chloride; triethylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol0614774