(2S,3R,6S)-3-benzyloxy-2-benzyloxymethoxy-3-ethyl-6,7-isopropylidenedioxyheptane

Base Information

Chemical Name:(2S,3R,6S)-3-benzyloxy-2-benzyloxymethoxy-3-ethyl-6,7-isopropylidenedioxyheptane
CAS No.:126394-11-4
Molecular Formula:C₂₇H₃₈O₅
Molecular Weight:442.596
Hs Code.:

Synonyms:(2S,3R,6S)-3-benzyloxy-2-benzyloxymethoxy-3-ethyl-6,7-isopropylidenedioxyheptane

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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)-3-benzyloxy-2-benzyloxymethoxy-3-ethyl-6,7-isopropylidenedioxyheptane

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Technology Process of (2S,3R,6S)-3-benzyloxy-2-benzyloxymethoxy-3-ethyl-6,7-isopropylidenedioxyheptane

There total 6 articles about (2S,3R,6S)-3-benzyloxy-2-benzyloxymethoxy-3-ethyl-6,7-isopropylidenedioxyheptane 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%

: 100-39-0
benzyl bromide

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

: 126394-11-4
(2S,3R,6S)-3-benzyloxy-2-benzyloxymethoxy-3-ethyl-6,7-isopropylidenedioxyheptane

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1248/cpb.37.1705

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 126394-11-4
(2S,3R,6S)-3-benzyloxy-2-benzyloxymethoxy-3-ethyl-6,7-isopropylidenedioxyheptane

Guidance literature:: Multi-step reaction with 6 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

6: 100 percent / NaH / dimethylformamide / Ambient temperature

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

Reference yield:

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

: 126394-11-4
(2S,3R,6S)-3-benzyloxy-2-benzyloxymethoxy-3-ethyl-6,7-isopropylidenedioxyheptane

Guidance literature:: Multi-step reaction with 5 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

5: 100 percent / NaH / dimethylformamide / Ambient temperature

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