Acetic acid (4S,5S,6R)-7-benzyloxy-5-methoxymethoxy-4,6-dimethyl-hept-2-ynyl ester

Base Information

Chemical Name:Acetic acid (4S,5S,6R)-7-benzyloxy-5-methoxymethoxy-4,6-dimethyl-hept-2-ynyl ester
CAS No.:207226-58-2
Molecular Formula:C₂₀H₂₈O₅
Molecular Weight:348.439
Hs Code.:

Synonyms:Acetic acid (4S,5S,6R)-7-benzyloxy-5-methoxymethoxy-4,6-dimethyl-hept-2-ynyl ester

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Chemical Property of Acetic acid (4S,5S,6R)-7-benzyloxy-5-methoxymethoxy-4,6-dimethyl-hept-2-ynyl ester

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Technology Process of Acetic acid (4S,5S,6R)-7-benzyloxy-5-methoxymethoxy-4,6-dimethyl-hept-2-ynyl ester

There total 1 articles about Acetic acid (4S,5S,6R)-7-benzyloxy-5-methoxymethoxy-4,6-dimethyl-hept-2-ynyl 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:

: 170899-15-7
Acetic acid (4S,5S,6R)-7-benzyloxy-5-hydroxy-4,6-dimethyl-hept-2-ynyl ester

: 207226-58-2
Acetic acid (4S,5S,6R)-7-benzyloxy-5-methoxymethoxy-4,6-dimethyl-hept-2-ynyl ester

Guidance literature:: DOI:10.1021/jo980137w

Reference yield: 65.0%

: 207226-58-2
Acetic acid (4S,5S,6R)-7-benzyloxy-5-methoxymethoxy-4,6-dimethyl-hept-2-ynyl ester

: 207226-59-3
(E)-(4S,5S,6R)-7-Benzyloxy-5-methoxymethoxy-4,6-dimethyl-hept-2-en-1-ol

Guidance literature:: With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; at 0 - 20 ℃; for 48h;
DOI:10.1021/jo980137w

Reference yield:

: 207226-58-2
Acetic acid (4S,5S,6R)-7-benzyloxy-5-methoxymethoxy-4,6-dimethyl-hept-2-ynyl ester

: 81470-85-1
(R)-2-{(4R,5R,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propan-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 65 percent / Red-Al / tetrahydrofuran / 48 h / 0 - 20 °C

2: 83 percent / (+)-DIPT, Ti(O-i-Pr)4, t-BuOOH / CH₂Cl₂ / 18 h / -25 °C

3: 72 percent / CuCN / tetrahydrofuran / 1.) -78 deg C to 0 deg C, 30 min, 2.) 36 h

5: imidazole / dimethylformamide / 18 h / 0 - 20 °C

6: CSA / 3 h / Ambient temperature

7: H₂ / 5percent Pd/C / ethyl acetate / 17 h

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; camphor-10-sulfonic acid; hydrogen; sodium bis(2-methoxyethoxy)aluminium dihydride; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo980137w