(4S,5R)-4-[2-(N,N-bis-t-butoxycarbonylamino)-phenyl]-3-dichloro-4-[2-(2-propyl-[1,3]dioxolan-2-yl)-ethyl]-5-p-tolylsulfanyl-dihydro-furan-2-one

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Chemical Name:(4S,5R)-4-[2-(N,N-bis-t-butoxycarbonylamino)-phenyl]-3-dichloro-4-[2-(2-propyl-[1,3]dioxolan-2-yl)-ethyl]-5-p-tolylsulfanyl-dihydro-furan-2-one
CAS No.:477807-76-4
Molecular Formula:C₃₅H₄₅Cl₂NO₈S
Molecular Weight:710.716
Hs Code.:

Synonyms:(4S,5R)-4-[2-(N,N-bis-t-butoxycarbonylamino)-phenyl]-3-dichloro-4-[2-(2-propyl-[1,3]dioxolan-2-yl)-ethyl]-5-p-tolylsulfanyl-dihydro-furan-2-one

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Chemical Property of (4S,5R)-4-[2-(N,N-bis-t-butoxycarbonylamino)-phenyl]-3-dichloro-4-[2-(2-propyl-[1,3]dioxolan-2-yl)-ethyl]-5-p-tolylsulfanyl-dihydro-furan-2-one

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Technology Process of (4S,5R)-4-[2-(N,N-bis-t-butoxycarbonylamino)-phenyl]-3-dichloro-4-[2-(2-propyl-[1,3]dioxolan-2-yl)-ethyl]-5-p-tolylsulfanyl-dihydro-furan-2-one

There total 6 articles about (4S,5R)-4-[2-(N,N-bis-t-butoxycarbonylamino)-phenyl]-3-dichloro-4-[2-(2-propyl-[1,3]dioxolan-2-yl)-ethyl]-5-p-tolylsulfanyl-dihydro-furan-2-one 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: 78.0%

: 76-02-8
trifluoroacetyl chloride

: (1E,R_S)-2-[3-(2-(N,N-bis-t-butoxycarbonylamino)-phenyl)-4-(p-tolylsulfinyl)-but-3-enyl]-2-propyl-[1,3]dioxolane

: 477807-76-4
(4S,5R)-4-[2-(N,N-bis-t-butoxycarbonylamino)-phenyl]-3-dichloro-4-[2-(2-propyl-[1,3]dioxolan-2-yl)-ethyl]-5-p-tolylsulfanyl-dihydro-furan-2-one

Guidance literature:: With copper(l) chloride; zinc; In tetrahydrofuran; at -40 ℃; for 0.25h;
DOI:10.1021/ja026357f

Reference yield:

: 3422-01-3
tert-butyl phenylcarbamate

: 477807-76-4
(4S,5R)-4-[2-(N,N-bis-t-butoxycarbonylamino)-phenyl]-3-dichloro-4-[2-(2-propyl-[1,3]dioxolan-2-yl)-ethyl]-5-p-tolylsulfanyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: tert-butyllithium / tetrahydrofuran; pentane / -78 - -20 °C

1.2: CuBr*SMe₂ / tetrahydrofuran

1.3: 82 percent / tetrahydrofuran / 0.17 h / -78 °C

2.1: MeLi / tetrahydrofuran; diethyl ether / 2.5 h / -78 °C

2.2: 81 percent / tetrahydrofuran; diethyl ether / 3.5 h / -78 - 0 °C

3.1: 78 percent / Zn; CuCl / tetrahydrofuran / 0.25 h / -40 °C

With methyllithium; tert.-butyl lithium; copper(l) chloride; zinc; In tetrahydrofuran; diethyl ether; pentane;
DOI:10.1021/ja026357f

Reference yield:

: 18476-63-6
oct-7-yn-4-one

: 477807-76-4
(4S,5R)-4-[2-(N,N-bis-t-butoxycarbonylamino)-phenyl]-3-dichloro-4-[2-(2-propyl-[1,3]dioxolan-2-yl)-ethyl]-5-p-tolylsulfanyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / p-toluenesulfonic acid / benzene / 24 h / Heating

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / 20 °C

2.2: MgBr₂ / tetrahydrofuran; diethyl ether / 1 h / 0 - 20 °C

2.3: 84 percent / tetrahydrofuran / 0.5 h / -78 °C

3.1: tert-butyllithium / tetrahydrofuran; pentane / -78 - -20 °C

3.2: CuBr*SMe₂ / tetrahydrofuran

3.3: 82 percent / tetrahydrofuran / 0.17 h / -78 °C

4.1: MeLi / tetrahydrofuran; diethyl ether / 2.5 h / -78 °C

4.2: 81 percent / tetrahydrofuran; diethyl ether / 3.5 h / -78 - 0 °C

5.1: 78 percent / Zn; CuCl / tetrahydrofuran / 0.25 h / -40 °C

With n-butyllithium; methyllithium; tert.-butyl lithium; toluene-4-sulfonic acid; copper(l) chloride; zinc; In tetrahydrofuran; diethyl ether; hexane; pentane; benzene;
DOI:10.1021/ja026357f