(10R,11S)-10,11-dihydroxy-10,11-dihydrosqualene 3-((S)-(+)-α-methoxy-α-phenyl)acetate

Base Information

Chemical Name:(10R,11S)-10,11-dihydroxy-10,11-dihydrosqualene 3-((S)-(+)-α-methoxy-α-phenyl)acetate
CAS No.:819073-83-1
Molecular Formula:C₃₉H₆₀O₄
Molecular Weight:592.903
Hs Code.:

Synonyms:(10R,11S)-10,11-dihydroxy-10,11-dihydrosqualene 3-((S)-(+)-α-methoxy-α-phenyl)acetate

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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 (10R,11S)-10,11-dihydroxy-10,11-dihydrosqualene 3-((S)-(+)-α-methoxy-α-phenyl)acetate

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Technology Process of (10R,11S)-10,11-dihydroxy-10,11-dihydrosqualene 3-((S)-(+)-α-methoxy-α-phenyl)acetate

There total 5 articles about (10R,11S)-10,11-dihydroxy-10,11-dihydrosqualene 3-((S)-(+)-α-methoxy-α-phenyl)acetate 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: 42.0%

: 144641-00-9,153650-82-9
(6E,14E,18E)-2,6,10,15,19,23-hexamethyl-tetracosa-2,6,14,18,22-pentaene-10,11-diol

: 26164-26-1
(S)-2-methoxy-2-phenylacetic acid

: 819073-83-1
(10R,11S)-10,11-dihydroxy-10,11-dihydrosqualene 3-((S)-(+)-α-methoxy-α-phenyl)acetate

: 819073-84-2
(10S,11R)-10,11-dihydroxy-10,11-dihydrosqualene 3-((S)-(+)-α-methoxy-α-phenyl)acetate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 2h; Molecular sieve; Inert atmosphere;
DOI:10.1021/ol3016836

Reference yield:

: 111-02-4
2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene

: 819073-83-1
(10R,11S)-10,11-dihydroxy-10,11-dihydrosqualene 3-((S)-(+)-α-methoxy-α-phenyl)acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.5 h / 0 °C

1.2: 2.5 h / 0 °C

2.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 2 h / 20 °C / Molecular sieve; Inert atmosphere

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/ol3016836

Reference yield:

: 26164-26-1
(S)-2-methoxy-2-phenylacetic acid

: 153650-82-9
10(R*),11(S*)-Dihydroxy-10,11-dihydrosqualene

: 819073-83-1
(10R,11S)-10,11-dihydroxy-10,11-dihydrosqualene 3-((S)-(+)-α-methoxy-α-phenyl)acetate

: 819073-84-2
(10S,11R)-10,11-dihydroxy-10,11-dihydrosqualene 3-((S)-(+)-α-methoxy-α-phenyl)acetate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/j.tet.2004.09.059