(3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-(1-hydroxyl-1-methylethyl)-2-azetidinone

Base Information

• Chemical Name: (3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-(1-hydroxyl-1-methylethyl)-2-azetidinone
• CAS No.: 104380-26-9
• Molecular Formula: C₃₁H₃₅NO₇
• Molecular Weight: 533.621
• Mol file: 104380-26-9.mol

Synonyms:(3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-(1-hydroxyl-1-methylethyl)-2-azetidinone

Chemical Property of (3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-(1-hydroxyl-1-methylethyl)-2-azetidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-(1-hydroxyl-1-methylethyl)-2-azetidinone

There total 3 articles about (3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-(1-hydroxyl-1-methylethyl)-2-azetidinone 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: 100.0%

benzyl chloroformate (501-53-1,94274-21-2) + (3S,4S)-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-4-(1-hydroxy-1-methylethyl)-2-azetidinone (104362-86-9) → (3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-(1-hydroxyl-1-methylethyl)-2-azetidinone (104380-26-9)

Guidance literature:

With dmap; In dichloromethane; at 0 - 20 ℃; for 12h;

DOI:10.1248/cpb.40.1098

Reference yield:

(3S,4S)-4-carboxy-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-2-azetidinone (86258-97-1) → (3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-(1-hydroxyl-1-methylethyl)-2-azetidinone (104380-26-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / 98percent aq. H₂SO₄ / 3 h / 65 °C

2: 88 percent / tetrahydrofuran / 1 h / 0 - 5 °C

3: 100 percent / 4-dimethylaminopyridine (DMAP) / CH₂Cl₂ / 12 h / 0 - 20 °C

With dmap; sulfuric acid; In tetrahydrofuran; dichloromethane;

DOI:10.1248/cpb.40.1098

Reference yield:

(3S,4S)-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-4-methoxycarbonyl-2-azetidinone (104362-85-8) → (3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-(1-hydroxyl-1-methylethyl)-2-azetidinone (104380-26-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / tetrahydrofuran / 1 h / 0 - 5 °C

2: 100 percent / 4-dimethylaminopyridine (DMAP) / CH₂Cl₂ / 12 h / 0 - 20 °C

With dmap; In tetrahydrofuran; dichloromethane;

DOI:10.1248/cpb.40.1098

upstream raw materials:

benzyl chloroformate

(3S,4S)-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-4-(1-hydroxy-1-methylethyl)-2-azetidinone

(3S,4S)-4-carboxy-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-2-azetidinone

(3S,4S)-1-(di-p-anisylmethyl)-3-<(R)-1-hydroxyethyl>-4-methoxycarbonyl-2-azetidinone

Downstream raw materials:

(3S,4R)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-<(R)-1-hydroxymethylethyl>-2-azetidinone

(3S,4R)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-<(S)-1-hydroxymethylethyl>-2-azetidinone

(3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-4-<(R)-1-hydroxymethylethyl>-2-azetidinone

(3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-4-<(S)-1-hydroxymethylethyl>-2-azetidinone