methyl (1S,2S,3R,4R)-2-benzamido-3-(1,2-dihydroxyethyl)bicyclo[2.2.1]heptane-2-carboxylate

Base Information

Chemical Name:methyl (1S,2S,3R,4R)-2-benzamido-3-(1,2-dihydroxyethyl)bicyclo[2.2.1]heptane-2-carboxylate
CAS No.:178117-16-3
Molecular Formula:C₁₈H₂₃NO₅
Molecular Weight:333.384
Hs Code.:

Synonyms:methyl (1S,2S,3R,4R)-2-benzamido-3-(1,2-dihydroxyethyl)bicyclo[2.2.1]heptane-2-carboxylate

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Chemical Property of methyl (1S,2S,3R,4R)-2-benzamido-3-(1,2-dihydroxyethyl)bicyclo[2.2.1]heptane-2-carboxylate

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Technology Process of methyl (1S,2S,3R,4R)-2-benzamido-3-(1,2-dihydroxyethyl)bicyclo[2.2.1]heptane-2-carboxylate

There total 3 articles about methyl (1S,2S,3R,4R)-2-benzamido-3-(1,2-dihydroxyethyl)bicyclo[2.2.1]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: 95.0%

: 178117-15-2
(1S,2S,3R,4R)-2-Benzoylamino-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-bicyclo[2.2.1]heptane-2-carboxylic acid methyl ester

: 178117-16-3
methyl (1S,2S,3R,4R)-2-benzamido-3-(1,2-dihydroxyethyl)bicyclo[2.2.1]heptane-2-carboxylate

Guidance literature:: With hydrogenchloride; In methanol; for 24h; Ambient temperature;
DOI:10.1016/0957-4166(96)00172-3

Reference yield:

: 155932-76-6
(1R,2S,3R,4S)-3-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>-bicyclo<2.2.1>-hept-5-en-2-spiro<4'<2'-phenyl-5'(4'H)-oxazolone>>

: 178117-16-3
methyl (1S,2S,3R,4R)-2-benzamido-3-(1,2-dihydroxyethyl)bicyclo[2.2.1]heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / MeONa / 0.5 h / Ambient temperature

2: 100 percent / H₂ / 10percent Pd/C / ethyl acetate / 4 h / 760 Torr

3: 95 percent / 3N aq. HCl / methanol / 24 h / Ambient temperature

With hydrogenchloride; hydrogen; sodium methylate; palladium on activated charcoal; In methanol; ethyl acetate;
DOI:10.1016/0957-4166(96)00172-3

Reference yield:

: 178117-14-1
(1R,2S,3R,4S)-2-Benzoylamino-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester

: 178117-16-3
methyl (1S,2S,3R,4R)-2-benzamido-3-(1,2-dihydroxyethyl)bicyclo[2.2.1]heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / H₂ / 10percent Pd/C / ethyl acetate / 4 h / 760 Torr

2: 95 percent / 3N aq. HCl / methanol / 24 h / Ambient temperature

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; ethyl acetate;
DOI:10.1016/0957-4166(96)00172-3