(S_S,2R,3R)-(+)-N-methoxy-N,2-dimethyl-3-(2,4,6-triisopropylphenylsulfinylamino)-3-phenylpropanamide

Base Information

• Chemical Name: (S_S,2R,3R)-(+)-N-methoxy-N,2-dimethyl-3-(2,4,6-triisopropylphenylsulfinylamino)-3-phenylpropanamide
• CAS No.: 943241-41-6
• Molecular Formula: C₂₇H₄₀N₂O₃S
• Molecular Weight: 472.692

Synonyms:(S_S,2R,3R)-(+)-N-methoxy-N,2-dimethyl-3-(2,4,6-triisopropylphenylsulfinylamino)-3-phenylpropanamide

Chemical Property of (S_S,2R,3R)-(+)-N-methoxy-N,2-dimethyl-3-(2,4,6-triisopropylphenylsulfinylamino)-3-phenylpropanamide

Chemical Property:

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Technology Process of (S_S,2R,3R)-(+)-N-methoxy-N,2-dimethyl-3-(2,4,6-triisopropylphenylsulfinylamino)-3-phenylpropanamide

There total 2 articles about (S_S,2R,3R)-(+)-N-methoxy-N,2-dimethyl-3-(2,4,6-triisopropylphenylsulfinylamino)-3-phenylpropanamide 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:

benzaldehyde (100-52-7) → (SS,2R,3R)-(+)-N-methoxy-N,2-dimethyl-3-(2,4,6-triisopropylphenylsulfinylamino)-3-phenylpropanamide (943241-41-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 77 percent / Ti(OEt)4 / CH₂Cl₂ / cooling

2.1: LiHMDS / tetrahydrofuran / 2 h / -78 °C

2.2: tetrahydrofuran / -78 °C

With lithium hexamethyldisilazane; titanium(IV) tetraethanolate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol0708166

Reference yield:

(S)-(+)-2,4,6-triisopropylbenzenesulfinamide (669091-08-1) → (SS,2R,3R)-(+)-N-methoxy-N,2-dimethyl-3-(2,4,6-triisopropylphenylsulfinylamino)-3-phenylpropanamide (943241-41-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 77 percent / Ti(OEt)4 / CH₂Cl₂ / cooling

2.1: LiHMDS / tetrahydrofuran / 2 h / -78 °C

2.2: tetrahydrofuran / -78 °C

With lithium hexamethyldisilazane; titanium(IV) tetraethanolate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol0708166

Reference yield:

(SS,2R,3R)-(+)-N-methoxy-N,2-dimethyl-3-(2,4,6-triisopropylphenylsulfinylamino)-3-phenylpropanamide (943241-41-6) → (2R,3R)-(-)-3-amino-N-methoxy-N,2-dimethyl-3-phenylpropanamide (943241-44-9)

Guidance literature:

With hydrogenchloride; In methanol; diethyl ether; at 0 ℃; for 0.5h;

DOI:10.1021/ol0708166

upstream raw materials:

benzaldehyde

(S)-(+)-2,4,6-triisopropylbenzenesulfinamide

Downstream raw materials:

(2R,3R)-(-)-3-amino-N-methoxy-N,2-dimethyl-3-phenylpropanamide

(2R,3R)-(+)-N-methoxy-N,2-dimethyl-3-(p-toluenesulfonamido)-3-phenylpropanamide

(2R,3R)-(+)-2-methyl-3-(4-methylphenylsulfonamido)-3-phenylpropanoic acid

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