(S)-2-Acetylamino-N-((S)-1-benzyloxymethyl-3-methylsulfanyl-propyl)-3-phenyl-propionamide

Base Information

• Chemical Name: (S)-2-Acetylamino-N-((S)-1-benzyloxymethyl-3-methylsulfanyl-propyl)-3-phenyl-propionamide
• CAS No.: 84274-44-2
• Molecular Formula: C₂₃H₃₀N₂O₃S
• Molecular Weight: 414.569

Synonyms:(S)-2-Acetylamino-N-((S)-1-benzyloxymethyl-3-methylsulfanyl-propyl)-3-phenyl-propionamide

Chemical Property of (S)-2-Acetylamino-N-((S)-1-benzyloxymethyl-3-methylsulfanyl-propyl)-3-phenyl-propionamide

Chemical Property:

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Technology Process of (S)-2-Acetylamino-N-((S)-1-benzyloxymethyl-3-methylsulfanyl-propyl)-3-phenyl-propionamide

There total 3 articles about (S)-2-Acetylamino-N-((S)-1-benzyloxymethyl-3-methylsulfanyl-propyl)-3-phenyl-propionamide 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: 4.5%

(Z)-2-Acetylamino-N-((S)-1-benzyloxymethyl-3-methylsulfanyl-propyl)-3-phenyl-acrylamide (84274-36-2) → (R)-2-Acetylamino-N-((S)-1-benzyloxymethyl-3-methylsulfanyl-propyl)-3-phenyl-propionamide (84274-43-1) + (S)-2-Acetylamino-N-((S)-1-benzyloxymethyl-3-methylsulfanyl-propyl)-3-phenyl-propionamide (84274-44-2)

Guidance literature:

With hydrogen; <(+)BPPM>ClO4; In ethanol; at 40 ℃; for 46h; under 3800 Torr; Yield given;

DOI:10.1246/cl.1982.1335

Reference yield:

(S)-menthioninol benzyl ether (93200-01-2) → (S)-2-Acetylamino-N-((S)-1-benzyloxymethyl-3-methylsulfanyl-propyl)-3-phenyl-propionamide (84274-44-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CHCl₃ / Ambient temperature

2: H₂ / <((+)BPPM)Rh(norbornadiene)>⁽¹⁺⁾*ClO₄^(1-) / ethanol / 46 h / 40 °C / 3800 Torr

With hydrogen; triethylamine; <((-)BPPM)Rh(norbornadiene)>(1+)*ClO4(1-); In ethanol; chloroform;

DOI:10.1016/S0040-4020(01)82412-1

Reference yield:

(Z)-4-benzylidene-2-methyl-5(4H)-oxazolone (38879-46-8) → (S)-2-Acetylamino-N-((S)-1-benzyloxymethyl-3-methylsulfanyl-propyl)-3-phenyl-propionamide (84274-44-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CHCl₃ / Ambient temperature

2: H₂ / <((+)BPPM)Rh(norbornadiene)>⁽¹⁺⁾*ClO₄^(1-) / ethanol / 46 h / 40 °C / 3800 Torr

With hydrogen; triethylamine; <((-)BPPM)Rh(norbornadiene)>(1+)*ClO4(1-); In ethanol; chloroform;

DOI:10.1016/S0040-4020(01)82412-1

upstream raw materials:

(Z)-2-Acetylamino-N-((S)-1-benzyloxymethyl-3-methylsulfanyl-propyl)-3-phenyl-acrylamide

(S)-menthioninol benzyl ether

(Z)-4-benzylidene-2-methyl-5(4H)-oxazolone

Downstream raw materials:

(R)-2-Acetylamino-N-((S)-1-hydroxymethyl-3-methylsulfanyl-propyl)-3-phenyl-propionamide

(S)-2-Acetylamino-N-((S)-1-hydroxymethyl-3-methylsulfanyl-propyl)-3-phenyl-propionamide

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