(4S,5R)-4-benzyloxy-5-(4-methoxybenzyloxy)-3-oxo-7-phenylheptanoic acid ethyl ester

Base Information

Chemical Name:(4S,5R)-4-benzyloxy-5-(4-methoxybenzyloxy)-3-oxo-7-phenylheptanoic acid ethyl ester
CAS No.:955361-47-4
Molecular Formula:C₃₀H₃₄O₆
Molecular Weight:490.596
Hs Code.:

Synonyms:(4S,5R)-4-benzyloxy-5-(4-methoxybenzyloxy)-3-oxo-7-phenylheptanoic acid ethyl ester

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Chemical Property of (4S,5R)-4-benzyloxy-5-(4-methoxybenzyloxy)-3-oxo-7-phenylheptanoic acid ethyl ester

Chemical Property:

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Technology Process of (4S,5R)-4-benzyloxy-5-(4-methoxybenzyloxy)-3-oxo-7-phenylheptanoic acid ethyl ester

There total 9 articles about (4S,5R)-4-benzyloxy-5-(4-methoxybenzyloxy)-3-oxo-7-phenylheptanoic acid ethyl 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: 80.0%

: 623-73-4
diazoacetic acid ethyl ester

: 955361-46-3
C₂₆H₂₈O₄

: 955361-47-4
(4S,5R)-4-benzyloxy-5-(4-methoxybenzyloxy)-3-oxo-7-phenylheptanoic acid ethyl ester

Guidance literature:: With tin(ll) chloride; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/j.tetasy.2007.07.032

Reference yield:

: 104-53-0
3-phenyl-propionaldehyde

: 955361-47-4
(4S,5R)-4-benzyloxy-5-(4-methoxybenzyloxy)-3-oxo-7-phenylheptanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / benzene / 6 h / Heating

2: 93 percent / DIBAL-H / CH₂Cl₂; toluene / 2 h / -78 °C

3: AD-mix-β; methane sulfonamide / 2-methyl-propan-2-ol; H2O; CH2Cl2 / 20 h / 0 °C

4: 85 percent / CSA / CH₂Cl₂ / 1 h / 23 °C

5: 88 percent / NaH / tetrahydrofuran / 4 h / 20 °C

6: 88 percent / DIBAL-H / toluene; CH₂Cl₂ / 1 h / 0 °C

7: Dess-Martin periodinate / CH₂Cl₂ / 1 h / 0 °C

8: 80 percent / SnCl₂ / CH₂Cl₂ / 1 h / 0 °C

With methanesulfonamide; AD-mix-β; camphor-10-sulfonic acid; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; tin(ll) chloride; In tetrahydrofuran; dichloromethane; water; toluene; tert-butyl alcohol; benzene; 1: Wittig olefination / 3: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.tetasy.2007.07.032

Reference yield:

: 955361-44-1
(5R,6R)-5-benzyloxy-2-(4-methoxyphenyl)-6-phenethyl-[1,3]dioxan

: 955361-47-4
(4S,5R)-4-benzyloxy-5-(4-methoxybenzyloxy)-3-oxo-7-phenylheptanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / DIBAL-H / toluene; CH₂Cl₂ / 1 h / 0 °C

2: Dess-Martin periodinate / CH₂Cl₂ / 1 h / 0 °C

3: 80 percent / SnCl₂ / CH₂Cl₂ / 1 h / 0 °C

With diisobutylaluminium hydride; Dess-Martin periodane; tin(ll) chloride; In dichloromethane; toluene;
DOI:10.1016/j.tetasy.2007.07.032