Methanesulfonic acid (1S,2S,3R)-2-(4-benzyloxycarbonylamino-2,6-difluoro-phenyl)-3-methanesulfonyloxymethyl-cyclopropylmethyl ester

Base Information

Chemical Name:Methanesulfonic acid (1S,2S,3R)-2-(4-benzyloxycarbonylamino-2,6-difluoro-phenyl)-3-methanesulfonyloxymethyl-cyclopropylmethyl ester
CAS No.:881012-65-3
Molecular Formula:C₂₁H₂₃F₂NO₈S₂
Molecular Weight:519.544
Hs Code.:

Synonyms:Methanesulfonic acid (1S,2S,3R)-2-(4-benzyloxycarbonylamino-2,6-difluoro-phenyl)-3-methanesulfonyloxymethyl-cyclopropylmethyl ester

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Chemical Property of Methanesulfonic acid (1S,2S,3R)-2-(4-benzyloxycarbonylamino-2,6-difluoro-phenyl)-3-methanesulfonyloxymethyl-cyclopropylmethyl ester

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Technology Process of Methanesulfonic acid (1S,2S,3R)-2-(4-benzyloxycarbonylamino-2,6-difluoro-phenyl)-3-methanesulfonyloxymethyl-cyclopropylmethyl ester

There total 9 articles about Methanesulfonic acid (1S,2S,3R)-2-(4-benzyloxycarbonylamino-2,6-difluoro-phenyl)-3-methanesulfonyloxymethyl-cyclopropylmethyl ester 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:

: 777089-88-0
[4-((1S,2R,3S)-2,3-Bis-hydroxymethyl-cyclopropyl)-3,5-difluoro-phenyl]-carbamic acid benzyl ester

: 7143-01-3
Methanesulfonic anhydride

: 881012-65-3
Methanesulfonic acid (1S,2S,3R)-2-(4-benzyloxycarbonylamino-2,6-difluoro-phenyl)-3-methanesulfonyloxymethyl-cyclopropylmethyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ol050730h

Reference yield:

: 777089-82-4
4-amino-2,6-difluorobenzaldehyde

: 881012-65-3
Methanesulfonic acid (1S,2S,3R)-2-(4-benzyloxycarbonylamino-2,6-difluoro-phenyl)-3-methanesulfonyloxymethyl-cyclopropylmethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 96 percent / ethanol / 0.42 h / 23 °C

2.1: 96 percent / pyridine / CH₂Cl₂ / 17 h / 23 °C

3.1: 81 percent / DIBALH / hexane; tetrahydrofuran / 1 h / -50 °C

4.1: Me₂CH=C(Cl)NMe₂ / CH₂Cl₂ / 0.67 h / 23 °C

4.2: N,N-dimethylaniline; Et₃N / CH₂Cl₂ / 0 - 20 °C

5.1: bis(N-t-butylsalicylaldiminato)copper(II) / 1,2-dichloro-ethane; toluene / Heating

6.1: LiBH₄ / tetrahydrofuran / 0 - 20 °C

7.1: Et₃N / CH₂Cl₂ / 0 - 20 °C

With pyridine; lithium borohydride; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; diisobutylaluminium hydride; triethylamine; bis(N-tert-butylsalicylaldiminato)copper(II); In tetrahydrofuran; ethanol; hexane; dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1021/ol050730h

Reference yield:

: 777089-83-5
ethyl (2E)-3-[4-amino-2,6-difluorophenyl]acrylate

: 881012-65-3
Methanesulfonic acid (1S,2S,3R)-2-(4-benzyloxycarbonylamino-2,6-difluoro-phenyl)-3-methanesulfonyloxymethyl-cyclopropylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 96 percent / pyridine / CH₂Cl₂ / 17 h / 23 °C

2.1: 81 percent / DIBALH / hexane; tetrahydrofuran / 1 h / -50 °C

3.1: Me₂CH=C(Cl)NMe₂ / CH₂Cl₂ / 0.67 h / 23 °C

3.2: N,N-dimethylaniline; Et₃N / CH₂Cl₂ / 0 - 20 °C

4.1: bis(N-t-butylsalicylaldiminato)copper(II) / 1,2-dichloro-ethane; toluene / Heating

5.1: LiBH₄ / tetrahydrofuran / 0 - 20 °C

6.1: Et₃N / CH₂Cl₂ / 0 - 20 °C

With pyridine; lithium borohydride; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; diisobutylaluminium hydride; triethylamine; bis(N-tert-butylsalicylaldiminato)copper(II); In tetrahydrofuran; hexane; dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1021/ol050730h