(4R)-4-(1S-benzyloxycarbonylamino-2-hydroxy)ethyl-2-(2,2,2-trichloroethoxysulfonyl)iminotetrahydropyrimidine

Base Information

• Chemical Name: (4R)-4-(1S-benzyloxycarbonylamino-2-hydroxy)ethyl-2-(2,2,2-trichloroethoxysulfonyl)iminotetrahydropyrimidine
• CAS No.: 1211774-17-2
• Molecular Formula: C₁₆H₂₁Cl₃N₄O₆S
• Molecular Weight: 503.791

Synonyms:(4R)-4-(1S-benzyloxycarbonylamino-2-hydroxy)ethyl-2-(2,2,2-trichloroethoxysulfonyl)iminotetrahydropyrimidine

Chemical Property of (4R)-4-(1S-benzyloxycarbonylamino-2-hydroxy)ethyl-2-(2,2,2-trichloroethoxysulfonyl)iminotetrahydropyrimidine

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Technology Process of (4R)-4-(1S-benzyloxycarbonylamino-2-hydroxy)ethyl-2-(2,2,2-trichloroethoxysulfonyl)iminotetrahydropyrimidine

There total 2 articles about (4R)-4-(1S-benzyloxycarbonylamino-2-hydroxy)ethyl-2-(2,2,2-trichloroethoxysulfonyl)iminotetrahydropyrimidine 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%

(4R)-4-(2-acetoxy-1S-benzyloxycarbonylamino)ethyl-2-(2,2,2-trichloroethoxysulfonyl)iminotetrahydropyrimidine (1211774-15-0) → (4R)-4-(1S-benzyloxycarbonylamino-2-hydroxy)ethyl-2-(2,2,2-trichloroethoxysulfonyl)iminotetrahydropyrimidine (1211774-17-2)

Guidance literature:

With potassium carbonate; In methanol; at 0 ℃; for 1h;

DOI:10.1021/jo9027193

Reference yield: 58.0%

(5S, 6R)-bicyclo [4, 4, 0]-5-benzyloxycarbonylamino-9-aza-10-(2,2,2-trichloroethoxysulfonyl)imino-2,2-dioxo-1,2,3-oxathiazepane (1211774-11-6) → (4R)-4-(1S-benzyloxycarbonylamino-2-hydroxy)ethyl-2-(2,2,2-trichloroethoxysulfonyl)iminotetrahydropyrimidine (1211774-17-2)

Guidance literature:

With water; In acetonitrile; Reflux; Solvolysis;

DOI:10.1021/jo9027193

Reference yield: 100.0%

(4R)-4-(1S-benzyloxycarbonylamino-2-hydroxy)ethyl-2-(2,2,2-trichloroethoxysulfonyl)iminotetrahydropyrimidine (1211774-17-2) + tert-butylchlorodiphenylsilane (58479-61-1) → (4R)-4-(1S-benzyloxycarbonylamino-2-O-tert-butyldiphenylsilyloxy)ethyl-2-(2,2,2-trichloroethoxysulfonyl)iminotetrahydropyrimidine (1211774-18-3)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/jo9027193

upstream raw materials:

(5S, 6R)-bicyclo [4, 4, 0]-5-benzyloxycarbonylamino-9-aza-10-(2,2,2-trichloroethoxysulfonyl)imino-2,2-dioxo-1,2,3-oxathiazepane

(4R)-4-(2-acetoxy-1S-benzyloxycarbonylamino)ethyl-2-(2,2,2-trichloroethoxysulfonyl)iminotetrahydropyrimidine

Downstream raw materials:

(4R)-4-(1S-benzyloxycarbonylamino-2-O-tert-butyldiphenylsilyloxy)ethyl-2-(2,2,2-trichloroethoxysulfonyl)iminotetrahydropyrimidine

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