methyl (+)-(2R)-[(4-bromobenzenesulfonyl)-prop-2-ynyl-amino]-3-(5-methylfuran-2-yl)propanoate

Base Information

Chemical Name:methyl (+)-(2R)-[(4-bromobenzenesulfonyl)-prop-2-ynyl-amino]-3-(5-methylfuran-2-yl)propanoate
CAS No.:904682-11-7
Molecular Formula:C₁₈H₁₈BrNO₅S
Molecular Weight:440.315
Hs Code.:

Synonyms:methyl (+)-(2R)-[(4-bromobenzenesulfonyl)-prop-2-ynyl-amino]-3-(5-methylfuran-2-yl)propanoate

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Chemical Property of methyl (+)-(2R)-[(4-bromobenzenesulfonyl)-prop-2-ynyl-amino]-3-(5-methylfuran-2-yl)propanoate

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Technology Process of methyl (+)-(2R)-[(4-bromobenzenesulfonyl)-prop-2-ynyl-amino]-3-(5-methylfuran-2-yl)propanoate

There total 5 articles about methyl (+)-(2R)-[(4-bromobenzenesulfonyl)-prop-2-ynyl-amino]-3-(5-methylfuran-2-yl)propanoate 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: 67.0%

: 904682-10-6
methyl (2R)-(-)-2-{[(4-bromophenyl)sulfonyl]amino}-3-(5-methyl-2-furyl)propanoate

: 106-96-7
propargyl bromide

: 904682-11-7
methyl (+)-(2R)-[(4-bromobenzenesulfonyl)-prop-2-ynyl-amino]-3-(5-methylfuran-2-yl)propanoate

Guidance literature:: With caesium carbonate; In acetone; toluene; at 20 ℃;
DOI:10.1002/chem.200600192

Reference yield:

: 620-02-0
5-Methylfurfural

: 904682-11-7
methyl (+)-(2R)-[(4-bromobenzenesulfonyl)-prop-2-ynyl-amino]-3-(5-methylfuran-2-yl)propanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 71 percent / t-BuOK / CH₂Cl₂ / 2 h / 20 °C

2: 98 percent / MandyPhos(OMe); H₂ / [Rh(nbd)2]BF₄ / methanol; toluene / 16.5 h / 20 °C / 3750.38 Torr

3: cyclohexene / Pd/C / methanol / 1 h / Heating

4: 1.22 g / Et₃N / CH₂Cl₂ / 0 - 20 °C

5: 67 percent / Cs₂CO₃ / acetone; toluene / 20 °C

With potassium tert-butylate; hydrogen; caesium carbonate; triethylamine; cyclohexene; palladium on activated charcoal; di(norbornadiene)rhodium(I) tetrafluoroborate; In methanol; dichloromethane; acetone; toluene; 1: Horner-Wadsworth-Emmons reaction;
DOI:10.1002/chem.200600192

Reference yield:

: 226880-80-4
methyl (2Z)-2-{[(benzyloxy)carbonyl]amino}-3-(5-methyl-2-furyl)acrylate

: 904682-11-7
methyl (+)-(2R)-[(4-bromobenzenesulfonyl)-prop-2-ynyl-amino]-3-(5-methylfuran-2-yl)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / MandyPhos(OMe); H₂ / [Rh(nbd)2]BF₄ / methanol; toluene / 16.5 h / 20 °C / 3750.38 Torr

2: cyclohexene / Pd/C / methanol / 1 h / Heating

3: 1.22 g / Et₃N / CH₂Cl₂ / 0 - 20 °C

4: 67 percent / Cs₂CO₃ / acetone; toluene / 20 °C

With hydrogen; caesium carbonate; triethylamine; cyclohexene; palladium on activated charcoal; di(norbornadiene)rhodium(I) tetrafluoroborate; In methanol; dichloromethane; acetone; toluene;
DOI:10.1002/chem.200600192