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

Base Information

Chemical Name:(3S,3(1S),4E)-3-<1-(((tert-bytyldimethylsilyl)oxy)methyl)-4-(trityloxy)butyl>-3,4-dimethylhex-4-enoic acid dimethyl amide
CAS No.:191034-64-7
Molecular Formula:C₄₀H₅₇NO₃Si
Molecular Weight:627.983
Hs Code.:

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

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

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Technology Process of (3S,3(1S),4E)-3-<1-(((tert-bytyldimethylsilyl)oxy)methyl)-4-(trityloxy)butyl>-3,4-dimethylhex-4-enoic acid dimethyl amide

There total 1 articles about (3S,3(1S),4E)-3-<1-(((tert-bytyldimethylsilyl)oxy)methyl)-4-(trityloxy)butyl>-3,4-dimethylhex-4-enoic acid dimethyl amide 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: 98.0%

: 18871-66-4
N,N-dimethylacetamide dimethyl acetal

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

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

Guidance literature:: In toluene; at 110 ℃; for 4h;
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

: (4S,4(1S),5(S),5(1R)) and (4S,4(1S),5R,5(1S))-4-(1-{[(tert-bytyldimethylsilyl)oxy]methyl}-4-(trityloxy)butyl)-5-(1-hydroxyethyl)-4,5-dimethyldihydrofuran-2-one

Guidance literature:: With disodium hydrogenphosphate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 4h; Yield given;
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

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

Guidance literature:: Multi-step reaction with 6 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

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