(2S,3R,6R)-2-benzyloxymethoxy-3-ethyl-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyheptan-3-ol

Base Information

Chemical Name:(2S,3R,6R)-2-benzyloxymethoxy-3-ethyl-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyheptan-3-ol
CAS No.:96823-36-8
Molecular Formula:C₂₉H₄₄O₈
Molecular Weight:520.664
Hs Code.:

Synonyms:(2S,3R,6R)-2-benzyloxymethoxy-3-ethyl-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyheptan-3-ol

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Chemical Property of (2S,3R,6R)-2-benzyloxymethoxy-3-ethyl-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyheptan-3-ol

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Technology Process of (2S,3R,6R)-2-benzyloxymethoxy-3-ethyl-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyheptan-3-ol

There total 14 articles about (2S,3R,6R)-2-benzyloxymethoxy-3-ethyl-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyheptan-3-ol 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: 100.0%

: 925-90-6
ethylmagnesium bromide

: 96823-35-7
(2S,6R)-2-benzyloxymethoxy-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyheptan-3-one

: 96823-36-8
(2S,3R,6R)-2-benzyloxymethoxy-3-ethyl-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyheptan-3-ol

Guidance literature:: In tetrahydrofuran; at -78 ℃; for 2h;
DOI:10.1248/cpb.37.1705

Reference yield:

: 109786-73-4
(S)-4-[(4-methoxybenzyloxy)methyl]-2,2-dimethyl-1,3-dioxolane

: 96823-36-8
(2S,3R,6R)-2-benzyloxymethoxy-3-ethyl-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyheptan-3-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / 1N HCl / tetrahydrofuran / 16 h / Ambient temperature

2: 84 percent / pyridine / 1.5 h / 0 °C

3: 88 percent / EtN(iPr)2 / CH₂Cl₂ / 48 h / Ambient temperature

4: 92 percent / LiAlH₄ / tetrahydrofuran; diethyl ether

5: 1) DMSO, (COCl)2, 2) Et₃N / 1) CH₂Cl₂, -70 deg C, 8 min, 2) CH₂Cl₂, -70 to -10 deg C

6: 1) NaH / 1) THF, DMF, 0 to 20 deg C, 2) THF, DMF, 0 deg C, 3.5 h then 16h

7: 93 percent / hydrogen / 10percent Pd/C / ethyl acetate / 1.5 h / Ambient temperature

8: 100 percent / tetrahydrofuran / 2 h / -78 °C

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; oxalyl dichloride; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1248/cpb.37.1705

Reference yield:

: 126393-85-9
(2S,6S)-2-benzyloxymethoxy-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyhept-3-en-3-one

: 96823-36-8
(2S,3R,6R)-2-benzyloxymethoxy-3-ethyl-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyheptan-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / hydrogen / 10percent Pd/C / ethyl acetate / 1.5 h / Ambient temperature

2: 100 percent / tetrahydrofuran / 2 h / -78 °C

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;
DOI:10.1248/cpb.37.1705