N-methyl (1S,2R,3S,4S,5S)-3,4-sulfinyldioxy-2-phenylcarbonyloxybicyclo[3.1.0]hexanecarboxamide

Base Information

Chemical Name:N-methyl (1S,2R,3S,4S,5S)-3,4-sulfinyldioxy-2-phenylcarbonyloxybicyclo[3.1.0]hexanecarboxamide
CAS No.:828935-12-2
Molecular Formula:C₁₅H₁₅NO₆S
Molecular Weight:337.353
Hs Code.:

Synonyms:N-methyl (1S,2R,3S,4S,5S)-3,4-sulfinyldioxy-2-phenylcarbonyloxybicyclo[3.1.0]hexanecarboxamide

Suppliers and Price of N-methyl (1S,2R,3S,4S,5S)-3,4-sulfinyldioxy-2-phenylcarbonyloxybicyclo[3.1.0]hexanecarboxamide

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

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Chemical Property of N-methyl (1S,2R,3S,4S,5S)-3,4-sulfinyldioxy-2-phenylcarbonyloxybicyclo[3.1.0]hexanecarboxamide

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of N-methyl (1S,2R,3S,4S,5S)-3,4-sulfinyldioxy-2-phenylcarbonyloxybicyclo[3.1.0]hexanecarboxamide

There total 5 articles about N-methyl (1S,2R,3S,4S,5S)-3,4-sulfinyldioxy-2-phenylcarbonyloxybicyclo[3.1.0]hexanecarboxamide 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: 74.0%

: 828935-11-1
(1S,2R,3S,4S,5S)-3,4-dihydroxy-1-(N-methylcarbamoyl)bicyclo[3.1.0]hex-2-yl benzoate

: 828935-12-2
N-methyl (1S,2R,3S,4S,5S)-3,4-sulfinyldioxy-2-phenylcarbonyloxybicyclo[3.1.0]hexanecarboxamide

Guidance literature:: With thionyl chloride; triethylamine; In dichloromethane; at 0 ℃; for 0.166667h;
DOI:10.1021/jo0487606

Reference yield:

: 495397-63-2
ethyl (4S,5S)-3-[2,2-dimethyl-5-vinyl(1,3-dioxolan-4-yl)]-3-oxopropanoate

: 828935-12-2
N-methyl (1S,2R,3S,4S,5S)-3,4-sulfinyldioxy-2-phenylcarbonyloxybicyclo[3.1.0]hexanecarboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: 72 percent / NaBH₄ / methanol / 1 h / 20 °C

2: H₂O / 8 h / 20 °C

3: 0.175 g / pyridine / CH₂Cl₂ / 4 h / 20 °C

4: 57 percent / CF₃CO₂H; H₂O / methanol / 10 h / 20 °C

5: 74 percent / SOCl₂; Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

With pyridine; sodium tetrahydroborate; thionyl chloride; water; triethylamine; trifluoroacetic acid; In methanol; dichloromethane; water;
DOI:10.1021/jo0487606

Reference yield:

: (1aS,1bS,4aR,5R,5aS)-5-Hydroxy-3,3-dimethyl-tetrahydro-2,4-dioxa-cyclopropa[a]pentalene-5a-carboxylic acid methylamide

: 828935-12-2
N-methyl (1S,2R,3S,4S,5S)-3,4-sulfinyldioxy-2-phenylcarbonyloxybicyclo[3.1.0]hexanecarboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 0.175 g / pyridine / CH₂Cl₂ / 4 h / 20 °C

2: 57 percent / CF₃CO₂H; H₂O / methanol / 10 h / 20 °C

3: 74 percent / SOCl₂; Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

With pyridine; thionyl chloride; water; triethylamine; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1021/jo0487606