(S)-2-acetaMido-3-Mercapto-3-Methyl-N-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyMethyl)tetrahydro-2H-pyran-2-yl)butanaMide

Base Information

• Chemical Name: (S)-2-acetaMido-3-Mercapto-3-Methyl-N-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyMethyl)tetrahydro-2H-pyran-2-yl)butanaMide
• CAS No.: 188849-84-5
• Molecular Formula: C13H24N2O7S
• Molecular Weight: 352.40386
• Mol file: 188849-84-5.mol

Synonyms:(S)-2-acetaMido-3-Mercapto-3-Methyl-N-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyMethyl)tetrahydro-2H-pyran-2-yl)butanaMide

Chemical Property of (S)-2-acetaMido-3-Mercapto-3-Methyl-N-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyMethyl)tetrahydro-2H-pyran-2-yl)butanaMide

Chemical Property:

• PSA: 187.15000
• LogP: -2.10260

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-acetaMido-3-Mercapto-3-Methyl-N-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyMethyl)tetrahydro-2H-pyran-2-yl)butanaMide

There total 2 articles about (S)-2-acetaMido-3-Mercapto-3-Methyl-N-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyMethyl)tetrahydro-2H-pyran-2-yl)butanaMide 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:

N-acetyl-3,3-dimethyl-D-cysteine (15537-71-0) → (S)-2-Acetylamino-3-mercapto-3-methyl-N-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-butyramide (188849-84-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent / Ac₂O / pyridine

2: H₂O; CHCl₃ / 2 h

With acetic anhydride; In pyridine; chloroform; water;

DOI:10.1016/0960-894X(96)00484-2

Reference yield:

D-glucopyranosyl amine (7284-37-9,50444-86-5) + (3R)-3-acetamido-4,4-dimethylthietan-2-one (88168-59-6) → (S)-2-Acetylamino-3-mercapto-3-methyl-N-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-butyramide (188849-84-5)

Guidance literature:

In chloroform; water; for 2h;

DOI:10.1016/0960-894X(96)00484-2

Reference yield: 95.0%

(S)-2-Acetylamino-3-mercapto-3-methyl-N-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-butyramide (188849-84-5) → N-(β-D-glucopyranosyl)-N2-acetyl-S-nitroso-D-penicillamine amide (188849-81-2)

Guidance literature:

With hydrogenchloride; sodium nitrite; In methanol; water; for 0.5h;

DOI:10.1016/0960-894X(96)00484-2

upstream raw materials:

D-glucopyranosyl amine

(3R)-3-acetamido-4,4-dimethylthietan-2-one

N-acetyl-3,3-dimethyl-D-cysteine

Downstream raw materials:

N-(β-D-glucopyranosyl)-N²-acetyl-S-nitroso-D-penicillamine amide