(-)-(2S,3R)-cis-3-(4-bromobenzenesulfonylaminomethyl)-2-(acetoxymethyl)-bicyclo<2.2.1>heptane

Base Information

Chemical Name:(-)-(2S,3R)-cis-3-(4-bromobenzenesulfonylaminomethyl)-2-(acetoxymethyl)-bicyclo<2.2.1>heptane
CAS No.:143057-83-4
Molecular Formula:C₁₇H₂₂BrNO₄S
Molecular Weight:416.336
Hs Code.:

Synonyms:(-)-(2S,3R)-cis-3-(4-bromobenzenesulfonylaminomethyl)-2-(acetoxymethyl)-bicyclo<2.2.1>heptane

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Chemical Property of (-)-(2S,3R)-cis-3-(4-bromobenzenesulfonylaminomethyl)-2-(acetoxymethyl)-bicyclo<2.2.1>heptane

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Technology Process of (-)-(2S,3R)-cis-3-(4-bromobenzenesulfonylaminomethyl)-2-(acetoxymethyl)-bicyclo<2.2.1>heptane

There total 9 articles about (-)-(2S,3R)-cis-3-(4-bromobenzenesulfonylaminomethyl)-2-(acetoxymethyl)-bicyclo<2.2.1>heptane 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: 94.0%

: 125180-31-6,131320-82-6
(+)-(2S,3R)-cis-3-(4-bromobenzenesulfonylaminomethyl)-2-(hydroxymethyl)-bicyclo<2.2.1>heptane

: 75-36-5
acetyl chloride

: 143057-83-4
(-)-(2S,3R)-cis-3-(4-bromobenzenesulfonylaminomethyl)-2-(acetoxymethyl)-bicyclo<2.2.1>heptane

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 3h;
DOI:10.1248/cpb.40.2610

Reference yield:

: 941567-71-1,448922-61-0
(1R,2S,3R,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dimethanol

: 143057-83-4
(-)-(2S,3R)-cis-3-(4-bromobenzenesulfonylaminomethyl)-2-(acetoxymethyl)-bicyclo<2.2.1>heptane

Guidance literature:: Multi-step reaction with 8 steps

1: CH₂Cl₂ / 3 h / Ambient temperature; lipase AY from Candida rugosa

2: 99 percent / pyridine / 12 h / Ambient temperature

3: 100 percent / H₂ / 5percent Pd/C / ethanol / Ambient temperature

4: 50 percent / NaN₃ / dimethylformamide / 3 h / 100 °C

5: 93 percent / CH₃ONa / methanol / 3 h / Ambient temperature

6: 97 percent / H₂ / 5percent Pd/C / ethanol / Ambient temperature

7: 87 percent / Et₃N / toluene / 12 h / Ambient temperature

8: 94 percent / Et₃N / CH₂Cl₂ / 3 h / 0 °C

With pyridine; sodium azide; hydrogen; sodium methylate; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.40.2610

Reference yield:

: 131222-96-3
(-)-(2S,3R)-cis-3-(azidomethyl)-2-(hydroxymethyl)bicyclo<2.2.1>heptane

: 143057-83-4
(-)-(2S,3R)-cis-3-(4-bromobenzenesulfonylaminomethyl)-2-(acetoxymethyl)-bicyclo<2.2.1>heptane

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / H₂ / 5percent Pd/C / ethanol / Ambient temperature

2: 87 percent / Et₃N / toluene / 12 h / Ambient temperature

3: 94 percent / Et₃N / CH₂Cl₂ / 3 h / 0 °C

With hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; toluene;
DOI:10.1248/cpb.40.2610