(3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-formylpyrrolidine

Base Information

• Chemical Name: (3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-formylpyrrolidine
• CAS No.: 869956-08-1
• Molecular Formula: C₁₈H₂₄N₂O₅
• Molecular Weight: 348.399
• Mol file: 869956-08-1.mol

Synonyms:(3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-formylpyrrolidine

Chemical Property of (3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-formylpyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

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Technology Process of (3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-formylpyrrolidine

There total 1 articles about (3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-formylpyrrolidine 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: 91.0%

benzyl (3S,4S)-3-tert-butoxycarbonylamino-4-hydroxymethyl-pyrrolidine-1-carboxylate (246510-69-0,246510-67-8) → (3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-formylpyrrolidine (869956-08-1)

Guidance literature:

benzyl (3S,4S)-3-tert-butoxycarbonylamino-4-hydroxymethyl-pyrrolidine-1-carboxylate; With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h;

With sodium thiosulfate; In dichloromethane; water; at 0 ℃; for 0.5h;

Reference yield: 100.0%

(3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-formylpyrrolidine (869956-08-1) → (3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-carboxylpyrrolidine (869956-11-6)

Guidance literature:

(3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-formylpyrrolidine; With sodium hypochlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃; for 12h;

With hydrogenchloride; water; In tert-butyl alcohol; at 0 ℃;

With sodium thiosulfate; In water; tert-butyl alcohol;

Reference yield: 31.0%

(3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-formylpyrrolidine (869956-08-1) + diiodomethane (75-11-6) → (3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-vinylpyrrolidine (869956-09-2)

Guidance literature:

diiodomethane; With titanium tetrachloride; zinc; In tetrahydrofuran; toluene; at 0 ℃; for 0.383333h;

(3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-formylpyrrolidine; In tetrahydrofuran; toluene; for 1.61667h;

With hydrogenchloride; water; In tetrahydrofuran; toluene;

upstream raw materials:

benzyl (3S,4S)-3-tert-butoxycarbonylamino-4-hydroxymethyl-pyrrolidine-1-carboxylate

Downstream raw materials:

(3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-carboxylpyrrolidine

(3S,4S)-1-benzyloxycarbonyl-3-(tert-butoxycarbonyl)amino-4-vinylpyrrolidine