Chloro-acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:Chloro-acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-4-yl ester
CAS No.:152932-84-8
Molecular Formula:C₄₁H₄₀ClNO₁₅S
Molecular Weight:854.285
Hs Code.:

Chloro-acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-4-yl ester

Synonyms:Chloro-acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-4-yl ester

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Chemical Property of Chloro-acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-4-yl ester

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Technology Process of Chloro-acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-4-yl ester

There total 1 articles about Chloro-acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-4-yl 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: 63.0%

: Chloro-acetic acid (2R,3S,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-fluoro-tetrahydro-pyran-4-yl ester

: 127061-09-0
phenyl 4,6-di-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 152932-84-8
Chloro-acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-4-yl ester

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; bis(cyclopentadienyl)hafnium dichloride; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at 0 - 25 ℃; for 6h;
DOI:10.1021/ja00072a049

Reference yield:

: 152932-84-8
Chloro-acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-4-yl ester

: 152932-86-0
C₆₈H₇₀ClNO₁₉S

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / NaCNBH₃, HCl, 3A-molecular sieves / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

2: 95 percent / AgClO₄, SnCl₂, 4A-molecular sieves / diethyl ether; tetrahydrofuran / 1 h / -10 - 0 °C

With hydrogenchloride; 3 A molecular sieve; 4 A molecular sieve; silver perchlorate; sodium cyanoborohydride; tin(ll) chloride; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ja00072a049

Reference yield:

: 152932-84-8
Chloro-acetic acid (2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[(2R,4aR,6S,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-4-yl ester

: 152932-92-8
C₆₉H₇₂ClNO₂₀

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / NaCNBH₃, HCl, 3A-molecular sieves / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

2: 95 percent / AgClO₄, SnCl₂, 4A-molecular sieves / diethyl ether; tetrahydrofuran / 1 h / -10 - 0 °C

3: 80 percent / DAST, NBS / CH₂Cl₂ / 2 h / -78 - -20 °C

4: 95 percent / Cp₂HfCl₂, AgOTf, 4A molecular sieves / CH₂Cl₂ / 18 h / 0 - 25 °C

With hydrogenchloride; N-Bromosuccinimide; bis(cyclopentadienyl)hafnium dichloride; 3 A molecular sieve; 4 A molecular sieve; silver trifluoromethanesulfonate; silver perchlorate; sodium cyanoborohydride; 4,4'-diaminostilbene-2,2'-disulfonic acid; tin(ll) chloride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja00072a049