(+)-(1'S,2'R,3'R,4R)-4-(1',2',3'-trihydroxy-3'-phenylpropyl)-2-buten-4-olide

Base Information

Chemical Name:(+)-(1'S,2'R,3'R,4R)-4-(1',2',3'-trihydroxy-3'-phenylpropyl)-2-buten-4-olide
CAS No.:153000-33-0
Molecular Formula:C₁₃H₁₄O₅
Molecular Weight:250.251
Hs Code.:

Synonyms:(+)-(1'S,2'R,3'R,4R)-4-(1',2',3'-trihydroxy-3'-phenylpropyl)-2-buten-4-olide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+)-(1'S,2'R,3'R,4R)-4-(1',2',3'-trihydroxy-3'-phenylpropyl)-2-buten-4-olide

Chemical Property:

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Technology Process of (+)-(1'S,2'R,3'R,4R)-4-(1',2',3'-trihydroxy-3'-phenylpropyl)-2-buten-4-olide

There total 9 articles about (+)-(1'S,2'R,3'R,4R)-4-(1',2',3'-trihydroxy-3'-phenylpropyl)-2-buten-4-olide 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: 96.0%

: 153000-34-1
(+)-(1'S,2'R,3'R,4R)-4-(2'-benzyloxy-1',3'-dihydroxy-3'-phenylpropyl)-2-buten-4-olide

: 153000-33-0
(+)-(1'S,2'R,3'R,4R)-4-(1',2',3'-trihydroxy-3'-phenylpropyl)-2-buten-4-olide

Guidance literature:: With tin(IV) chloride; In dichloromethane; Ambient temperature;
DOI:10.1016/S0040-4039(00)61733-1

Reference yield:

: (Z)-(R)-4-{(4S,5R)-5-[(S)-(tert-Butyl-dimethyl-silanyloxy)-phenyl-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-4-methoxymethoxy-but-2-enoic acid ethyl ester

: 153000-33-0
(+)-(1'S,2'R,3'R,4R)-4-(1',2',3'-trihydroxy-3'-phenylpropyl)-2-buten-4-olide

Guidance literature:: With hydrogenchloride; In methanol; at 60 ℃;
DOI:10.1016/S0040-4020(01)00050-3

Reference yield:

: 153063-58-2
methyl (2R,3R)-2-benzyloxy-3-hydroxy-3-phenylpropanoate

: 153000-33-0
(+)-(1'S,2'R,3'R,4R)-4-(1',2',3'-trihydroxy-3'-phenylpropyl)-2-buten-4-olide

Guidance literature:: Multi-step reaction with 6 steps

1: DMAP / CH₂Cl₂ / 0.5 h / Ambient temperature

2: DIBAL-H / toluene / 0.5 h / 0 °C

3: oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h / -78 °C

4: Ti(Oi-Pr)2Cl₂ / CH₂Cl₂ / 1 h / -78 °C

5: 94 percent / NaI, BF₃*OEt₂ / acetonitrile / 0.5 h / 0 °C

6: 96 percent / SnCl₄ / CH₂Cl₂ / 0.5 h / Ambient temperature

With dmap; titanium(IV) dichlorodiisopropylate; oxalyl dichloride; boron trifluoride diethyl etherate; tin(IV) chloride; diisobutylaluminium hydride; dimethyl sulfoxide; sodium iodide; In dichloromethane; toluene; acetonitrile;
DOI:10.1016/0040-4020(96)00296-7