(S)-Acetoxy-phenyl-acetic acid (1S,2S,3S,4S,5R,6S)-2,5-bis-allyloxy-3-benzyloxy-6-hydroxy-4-(4-methoxy-benzyloxy)-cyclohexyl ester

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Chemical Name:(S)-Acetoxy-phenyl-acetic acid (1S,2S,3S,4S,5R,6S)-2,5-bis-allyloxy-3-benzyloxy-6-hydroxy-4-(4-methoxy-benzyloxy)-cyclohexyl ester
CAS No.:184870-28-8
Molecular Formula:C₃₇H₄₂O₁₀
Molecular Weight:646.734
Hs Code.:

Synonyms:(S)-Acetoxy-phenyl-acetic acid (1S,2S,3S,4S,5R,6S)-2,5-bis-allyloxy-3-benzyloxy-6-hydroxy-4-(4-methoxy-benzyloxy)-cyclohexyl ester

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Chemical Property of (S)-Acetoxy-phenyl-acetic acid (1S,2S,3S,4S,5R,6S)-2,5-bis-allyloxy-3-benzyloxy-6-hydroxy-4-(4-methoxy-benzyloxy)-cyclohexyl ester

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Technology Process of (S)-Acetoxy-phenyl-acetic acid (1S,2S,3S,4S,5R,6S)-2,5-bis-allyloxy-3-benzyloxy-6-hydroxy-4-(4-methoxy-benzyloxy)-cyclohexyl ester

There total 6 articles about (S)-Acetoxy-phenyl-acetic acid (1S,2S,3S,4S,5R,6S)-2,5-bis-allyloxy-3-benzyloxy-6-hydroxy-4-(4-methoxy-benzyloxy)-cyclohexyl 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: 35.0%

: 7322-88-5
(S)-acetylmandelic acid

: (1S,2R,3S,4R,5R,6S)-3,6-Bis-allyloxy-4-benzyloxy-5-(4-methoxy-benzyloxy)-cyclohexane-1,2-diol

: 184870-29-9
(S)-Acetoxy-phenyl-acetic acid (1R,2R,3R,4R,5S,6R)-2,5-bis-allyloxy-3-benzyloxy-6-hydroxy-4-(4-methoxy-benzyloxy)-cyclohexyl ester

: 184870-28-8
(S)-Acetoxy-phenyl-acetic acid (1S,2S,3S,4S,5R,6S)-2,5-bis-allyloxy-3-benzyloxy-6-hydroxy-4-(4-methoxy-benzyloxy)-cyclohexyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at -20 ℃;
DOI:10.1021/jo961280x

Reference yield:

: 100-39-0
benzyl bromide

: 184870-28-8
(S)-Acetoxy-phenyl-acetic acid (1S,2S,3S,4S,5R,6S)-2,5-bis-allyloxy-3-benzyloxy-6-hydroxy-4-(4-methoxy-benzyloxy)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH / 1) DMF, rt; 2) DMF, rt, 2 h

2: 88 percent / HCl / methanol / 0.75 h / 50 °C

3: 35 percent / DMAP, DCC / CH₂Cl₂ / -20 °C

With hydrogenchloride; dmap; sodium hydride; dicyclohexyl-carbodiimide; In methanol; dichloromethane;
DOI:10.1021/jo961280x

Reference yield:

: 98906-32-2
(±)-1,4-di-O-allyl-2,3:5,6-di-O-isopropylidene-myo-inositol

: 184870-28-8
(S)-Acetoxy-phenyl-acetic acid (1S,2S,3S,4S,5R,6S)-2,5-bis-allyloxy-3-benzyloxy-6-hydroxy-4-(4-methoxy-benzyloxy)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 68 percent / toluene-p-sulfonic acid / ethane-1,2-diol; CH₂Cl₂ / 0.17 h / 0 °C

2: 52 percent / dibutyltin oxide, tetrabutylammonium iodide / acetonitrile / 48 h / Heating

3: 1.) NaH / 1) DMF, rt; 2) DMF, rt, 2 h

4: 88 percent / HCl / methanol / 0.75 h / 50 °C

5: 35 percent / DMAP, DCC / CH₂Cl₂ / -20 °C

With hydrogenchloride; dmap; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In methanol; dichloromethane; ethylene glycol; acetonitrile;
DOI:10.1021/jo961280x