(3S,4S)-4-methyl-5-methylene-4-[2-(trityloxy)ethyl]-3-[3-(trityloxy)propyl]dihydrofuran-2-one

Base Information

Chemical Name:(3S,4S)-4-methyl-5-methylene-4-[2-(trityloxy)ethyl]-3-[3-(trityloxy)propyl]dihydrofuran-2-one
CAS No.:191034-86-3
Molecular Formula:C₄₉H₄₆O₄
Molecular Weight:698.902
Hs Code.:

Synonyms:(3S,4S)-4-methyl-5-methylene-4-[2-(trityloxy)ethyl]-3-[3-(trityloxy)propyl]dihydrofuran-2-one

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Chemical Property of (3S,4S)-4-methyl-5-methylene-4-[2-(trityloxy)ethyl]-3-[3-(trityloxy)propyl]dihydrofuran-2-one

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Technology Process of (3S,4S)-4-methyl-5-methylene-4-[2-(trityloxy)ethyl]-3-[3-(trityloxy)propyl]dihydrofuran-2-one

There total 8 articles about (3S,4S)-4-methyl-5-methylene-4-[2-(trityloxy)ethyl]-3-[3-(trityloxy)propyl]dihydrofuran-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:

: 191034-82-9
(3S,4S)-5-Hydroxy-4,5-dimethyl-4-(2-trityloxy-ethyl)-3-(3-trityloxy-propyl)-dihydro-furan-2-one

: 191034-86-3
(3S,4S)-4-methyl-5-methylene-4-[2-(trityloxy)ethyl]-3-[3-(trityloxy)propyl]dihydrofuran-2-one

Guidance literature:: With methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.05h; Yield given;
DOI:10.1021/ja9700515

Reference yield:

: 191034-60-3
(E)-(2R,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-3,4-dimethyl-8-trityloxy-oct-3-en-2-ol

: 191034-86-3
(3S,4S)-4-methyl-5-methylene-4-[2-(trityloxy)ethyl]-3-[3-(trityloxy)propyl]dihydrofuran-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / toluene / 4 h / 110 °C

2: Na₂HPO₄, m-CPBA / CH₂Cl₂ / 4 h

3: 73 percent / LAH

4: DMAP / pyridine / 48 h / Ambient temperature

5: Pb(OAc)4 / CH₂Cl₂ / 0.08 h

6: TBAF

7: PDC

8: MsCl, DIPEA / CH₂Cl₂ / 0.05 h / 0 °C

With lead(IV) acetate; dmap; disodium hydrogenphosphate; lithium aluminium tetrahydride; dipyridinium dichromate; tetrabutyl ammonium fluoride; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In pyridine; dichloromethane; toluene;
DOI:10.1021/ja9700515

Reference yield:

: 191034-64-7
(3S,3(1S),4E)-3-<1-(((tert-bytyldimethylsilyl)oxy)methyl)-4-(trityloxy)butyl>-3,4-dimethylhex-4-enoic acid dimethyl amide

: 191034-86-3
(3S,4S)-4-methyl-5-methylene-4-[2-(trityloxy)ethyl]-3-[3-(trityloxy)propyl]dihydrofuran-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: Na₂HPO₄, m-CPBA / CH₂Cl₂ / 4 h

2: 73 percent / LAH

3: DMAP / pyridine / 48 h / Ambient temperature

4: Pb(OAc)4 / CH₂Cl₂ / 0.08 h

5: TBAF

6: PDC

7: MsCl, DIPEA / CH₂Cl₂ / 0.05 h / 0 °C

With lead(IV) acetate; dmap; disodium hydrogenphosphate; lithium aluminium tetrahydride; dipyridinium dichromate; tetrabutyl ammonium fluoride; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In pyridine; dichloromethane;
DOI:10.1021/ja9700515