(2S,3R,6S)-2-benzyloxymethoxy-3-ethyl-6,7-isopropylidenedioxyheptan-3-ol

Base Information

Chemical Name:(2S,3R,6S)-2-benzyloxymethoxy-3-ethyl-6,7-isopropylidenedioxyheptan-3-ol
CAS No.:113643-39-3
Molecular Formula:C₂₀H₃₂O₅
Molecular Weight:352.471
Hs Code.:

Synonyms:(2S,3R,6S)-2-benzyloxymethoxy-3-ethyl-6,7-isopropylidenedioxyheptan-3-ol

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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 (2S,3R,6S)-2-benzyloxymethoxy-3-ethyl-6,7-isopropylidenedioxyheptan-3-ol

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

There total 5 articles about (2S,3R,6S)-2-benzyloxymethoxy-3-ethyl-6,7-isopropylidenedioxyheptan-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

: 110653-67-3
(2S,6S)-2-benzyloxymethoxy-6,7-isopropylidenedioxyheptan-3-one

: 113643-39-3
(2S,3R,6S)-2-benzyloxymethoxy-3-ethyl-6,7-isopropylidenedioxyheptan-3-ol

Guidance literature:: In tetrahydrofuran; at -93 ℃; for 2h;
DOI:10.1248/cpb.37.1705

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 113643-39-3
(2S,3R,6S)-2-benzyloxymethoxy-3-ethyl-6,7-isopropylidenedioxyheptan-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / EtN(iPr)2 / CH₂Cl₂ / 1) 0 deg C, 1 h, 2) RT, 24 h

2: 1) n-BuLi / 1) hexane, THF, -78 deg C, 5 min, 2) hexane, THF, -78 deg C, 35 min.

3: 1) NaH / 1) DMSO, THF, 0 to 20 deg C, 2) DMSO, THF, 0 deg C, 3.5 h

4: 98 percent / hydrogen / 10percent Pd/C / ethyl acetate / 1 h

5: 100 percent / tetrahydrofuran / 2 h / -93 °C

With n-butyllithium; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1248/cpb.37.1705

Reference yield:

: 63296-55-9
(S)-(-) ethyl 2-<(benzyloxy)ymethoxy>propanoate

: 113643-39-3
(2S,3R,6S)-2-benzyloxymethoxy-3-ethyl-6,7-isopropylidenedioxyheptan-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 1) n-BuLi / 1) hexane, THF, -78 deg C, 5 min, 2) hexane, THF, -78 deg C, 35 min.

2: 1) NaH / 1) DMSO, THF, 0 to 20 deg C, 2) DMSO, THF, 0 deg C, 3.5 h

3: 98 percent / hydrogen / 10percent Pd/C / ethyl acetate / 1 h

4: 100 percent / tetrahydrofuran / 2 h / -93 °C

With n-butyllithium; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;
DOI:10.1248/cpb.37.1705