methyl (2S,5R,6S)-3,3-dimethyl-7-oxo-6-[(1R)-1-(2,2,2-trichloroethoxycarbonyloxy)ethyl]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Base Information

Chemical Name:methyl (2S,5R,6S)-3,3-dimethyl-7-oxo-6-[(1R)-1-(2,2,2-trichloroethoxycarbonyloxy)ethyl]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
CAS No.:76431-34-0
Molecular Formula:C14H18 Cl3 N O6 S
Molecular Weight:434.725
Hs Code.:
Nikkaji Number:J319.326H
Mol file:76431-34-0.mol

methyl (2S,5R,6S)-3,3-dimethyl-7-oxo-6-[(1R)-1-(2,2,2-trichloroethoxycarbonyloxy)ethyl]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Synonyms:

Suppliers and Price of methyl (2S,5R,6S)-3,3-dimethyl-7-oxo-6-[(1R)-1-(2,2,2-trichloroethoxycarbonyloxy)ethyl]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 2 raw suppliers

Chemical Property of methyl (2S,5R,6S)-3,3-dimethyl-7-oxo-6-[(1R)-1-(2,2,2-trichloroethoxycarbonyloxy)ethyl]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Chemical Property:

PSA：107.44000
LogP:2.68770
XLogP3:3.2
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:7
Exact Mass:432.992042
Heavy Atom Count:25
Complexity:581

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C1C2N(C1=O)C(C(S2)(C)C)C(=O)OC)OC(=O)OCC(Cl)(Cl)Cl
Isomeric SMILES:C[C@H]([C@@H]1[C@@H]2N(C1=O)[C@H](C(S2)(C)C)C(=O)OC)OC(=O)OCC(Cl)(Cl)Cl

Technology Process of methyl (2S,5R,6S)-3,3-dimethyl-7-oxo-6-[(1R)-1-(2,2,2-trichloroethoxycarbonyloxy)ethyl]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

There total 4 articles about methyl (2S,5R,6S)-3,3-dimethyl-7-oxo-6-[(1R)-1-(2,2,2-trichloroethoxycarbonyloxy)ethyl]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 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:

: 80629-46-5
methyl 6-α-bromo-6-β-<(1R)-hydroxyethyl>penicillanate

: 76431-34-0
(2S,5R,6S)-3,3-Dimethyl-7-oxo-6-[(R)-1-(2,2,2-trichloro-ethoxycarbonyloxy)-ethyl]-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / hydrogen / 10percent Pd/CaCO₃

2: pyridine / CH₂Cl₂

With pyridine; hydrogen; Lindlar's catalyst; In dichloromethane;
DOI:10.1016/S0040-4039(01)81938-9

Reference yield:

: 24158-88-1
6,6-dibromopenicillanic acid

: 76431-34-0
(2S,5R,6S)-3,3-Dimethyl-7-oxo-6-[(R)-1-(2,2,2-trichloro-ethoxycarbonyloxy)-ethyl]-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / K₂CO₃ / dimethylformamide

2: 60 percent

3: 60 percent / hydrogen / 10percent Pd/CaCO₃

4: pyridine / CH₂Cl₂

With pyridine; hydrogen; potassium carbonate; Lindlar's catalyst; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)81938-9

Reference yield:

: 24138-27-0
methyl-6,6-dibromopenicillanate

: 76431-34-0
(2S,5R,6S)-3,3-Dimethyl-7-oxo-6-[(R)-1-(2,2,2-trichloro-ethoxycarbonyloxy)-ethyl]-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 60 percent

2: 60 percent / hydrogen / 10percent Pd/CaCO₃

3: pyridine / CH₂Cl₂

With pyridine; hydrogen; Lindlar's catalyst; In dichloromethane;
DOI:10.1016/S0040-4039(01)81938-9