syn-(2R,3R)-[2-amino-3-methoxy-3-(4-methanesulfonyl-phenyl)-1-propanol]

Base Information

• Chemical Name: syn-(2R,3R)-[2-amino-3-methoxy-3-(4-methanesulfonyl-phenyl)-1-propanol]
• CAS No.: 912296-97-0
• Molecular Formula: C₁₁H₁₇NO₄S
• Molecular Weight: 259.326

Synonyms:syn-(2R,3R)-[2-amino-3-methoxy-3-(4-methanesulfonyl-phenyl)-1-propanol]

Chemical Property of syn-(2R,3R)-[2-amino-3-methoxy-3-(4-methanesulfonyl-phenyl)-1-propanol]

Chemical Property:

Purity/Quality:

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Technology Process of syn-(2R,3R)-[2-amino-3-methoxy-3-(4-methanesulfonyl-phenyl)-1-propanol]

There total 3 articles about syn-(2R,3R)-[2-amino-3-methoxy-3-(4-methanesulfonyl-phenyl)-1-propanol] 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:

(E)-1-((1S,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-(4-methylsulfanyl-phenyl)-propenone → syn-(2R,3R)-[2-amino-3-methoxy-3-(4-methanesulfonyl-phenyl)-1-propanol] (912296-97-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 92 percent / magnesium mono peroxy phthalate / methanol / 2 h / 20 °C

2.1: 68 percent / AgNO₃; Br₂ / 0.5 h / 0 °C

3.1: 92 percent / NaN₃ / dimethylformamide / 4 h / 60 °C

4.1: LiBH₄ / tetrahydrofuran; methanol

4.2: 82 percent / PPh₃ / tetrahydrofuran; H₂O / 5 h / 25 °C

With lithium borohydride; sodium azide; magnesium bis(monoperoxyphthalate)hexahydrate; bromine; silver nitrate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2006.07.014

Reference yield:

(2R)-N-[(2-methanesulfonyl-phenyl)-propenoyl]-bornanesultam → syn-(2R,3R)-[2-amino-3-methoxy-3-(4-methanesulfonyl-phenyl)-1-propanol] (912296-97-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 68 percent / AgNO₃; Br₂ / 0.5 h / 0 °C

2.1: 92 percent / NaN₃ / dimethylformamide / 4 h / 60 °C

3.1: LiBH₄ / tetrahydrofuran; methanol

3.2: 82 percent / PPh₃ / tetrahydrofuran; H₂O / 5 h / 25 °C

With lithium borohydride; sodium azide; bromine; silver nitrate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2006.07.014

Reference yield:

anti-(2R,2'R,3'R)-N-[2'-bromo-3'-methoxy-3'-(2-methanesulfonyl-phenyl)-propionyl]-bornanesultam → syn-(2R,3R)-[2-amino-3-methoxy-3-(4-methanesulfonyl-phenyl)-1-propanol] (912296-97-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 92 percent / NaN₃ / dimethylformamide / 4 h / 60 °C

2.1: LiBH₄ / tetrahydrofuran; methanol

2.2: 82 percent / PPh₃ / tetrahydrofuran; H₂O / 5 h / 25 °C

With lithium borohydride; sodium azide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2006.07.014

Downstream raw materials:

thiamphenicol

2,2-dichloro-N-[1-hydroxymethyl-2-methoxy-2-(4-methanesulfonyl-phenyl)-ethyl]-acetamide

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