(Z)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-fluoro-acrylic acid benzhydryl ester

Base Information

Chemical Name:(Z)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-fluoro-acrylic acid benzhydryl ester
CAS No.:331000-97-6
Molecular Formula:C₃₁H₂₄FNO₄
Molecular Weight:493.534
Hs Code.:

Synonyms:(Z)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-fluoro-acrylic acid benzhydryl ester

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Chemical Property of (Z)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-fluoro-acrylic acid benzhydryl ester

Chemical Property:

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Technology Process of (Z)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-fluoro-acrylic acid benzhydryl ester

There total 8 articles about (Z)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-fluoro-acrylic acid benzhydryl 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:

: 73724-45-5
N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine

: 331000-97-6
(Z)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-fluoro-acrylic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / I₂; PhI(OAc)2

2: 82 percent / MsCl; Et₃N / CH₂Cl₂ / 24 h / 0 °C

3: 70 percent / Et₃N / tetrahydrofuran / 18 h

4: 95 percent / mCPBA / CH₂Cl₂ / 2 h / -40 °C

5: 70 percent / DAST; SbCl₃ / CH₂Cl₂ / 4 h / 20 °C

6: mCPBA / CH₂Cl₂ / 1.5 h / -20 - -5 °C

7: benzene / Heating

With [bis(acetoxy)iodo]benzene; iodine; antimony(III) chloride; methanesulfonyl chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; 4,4'-diaminostilbene-2,2'-disulfonic acid; In tetrahydrofuran; dichloromethane; benzene; 3: Michael addition;
DOI:10.1021/ol006997s

Reference yield:

: 5350-57-2
benzophenone hydrazone

: 331000-97-6
(Z)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-fluoro-acrylic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / I₂; PhI(OAc)2

2: 82 percent / MsCl; Et₃N / CH₂Cl₂ / 24 h / 0 °C

3: 70 percent / Et₃N / tetrahydrofuran / 18 h

4: 95 percent / mCPBA / CH₂Cl₂ / 2 h / -40 °C

5: 70 percent / DAST; SbCl₃ / CH₂Cl₂ / 4 h / 20 °C

6: mCPBA / CH₂Cl₂ / 1.5 h / -20 - -5 °C

7: benzene / Heating

With [bis(acetoxy)iodo]benzene; iodine; antimony(III) chloride; methanesulfonyl chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; 4,4'-diaminostilbene-2,2'-disulfonic acid; In tetrahydrofuran; dichloromethane; benzene; 3: Michael addition;
DOI:10.1021/ol006997s

Reference yield:

: 98694-93-0
benzyhydryl N-[9-(fluorenylmethoxycarbonyl)]-L-serinate

: 331000-97-6
(Z)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-fluoro-acrylic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / MsCl; Et₃N / CH₂Cl₂ / 24 h / 0 °C

2: 70 percent / Et₃N / tetrahydrofuran / 18 h

3: 95 percent / mCPBA / CH₂Cl₂ / 2 h / -40 °C

4: 70 percent / DAST; SbCl₃ / CH₂Cl₂ / 4 h / 20 °C

5: mCPBA / CH₂Cl₂ / 1.5 h / -20 - -5 °C

6: benzene / Heating

With antimony(III) chloride; methanesulfonyl chloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; 4,4'-diaminostilbene-2,2'-disulfonic acid; In tetrahydrofuran; dichloromethane; benzene; 2: Michael addition;
DOI:10.1021/ol006997s