(3S,4S,5S,7S)-4-benzyloxy-3-benzyloxymethyl-7-methyl-1,6-dioxaspiro[4.5]decane

Base Information

Chemical Name:(3S,4S,5S,7S)-4-benzyloxy-3-benzyloxymethyl-7-methyl-1,6-dioxaspiro[4.5]decane
CAS No.:891862-76-3
Molecular Formula:C₂₄H₃₀O₄
Molecular Weight:382.5
Hs Code.:

Synonyms:(3S,4S,5S,7S)-4-benzyloxy-3-benzyloxymethyl-7-methyl-1,6-dioxaspiro[4.5]decane

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Chemical Property of (3S,4S,5S,7S)-4-benzyloxy-3-benzyloxymethyl-7-methyl-1,6-dioxaspiro[4.5]decane

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Technology Process of (3S,4S,5S,7S)-4-benzyloxy-3-benzyloxymethyl-7-methyl-1,6-dioxaspiro[4.5]decane

There total 6 articles about (3S,4S,5S,7S)-4-benzyloxy-3-benzyloxymethyl-7-methyl-1,6-dioxaspiro[4.5]decane 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: 68.0%

: 892397-47-6
(3S,4S,5S,7S)-3-hydroxymethyl-7-methyl-1,6-dioxaspiro[4.5]-decan-4-ol

: 100-39-0
benzyl bromide

: (3S,4S,5S,7S)-4-benzyloxy-3-hydroxymethyl-7-methyl-1,6-dioxaspiro[4.5]decane

: 891862-76-3
(3S,4S,5S,7S)-4-benzyloxy-3-benzyloxymethyl-7-methyl-1,6-dioxaspiro[4.5]decane

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 20h;
DOI:10.1021/jo060149e

Reference yield:

: 891862-77-4
(2R,3S,4S)-4-benzyloxymethyl-2-[(S)-4-hydroxypent-1-ynyl]-2-methoxytetrahydrofuran-3-ol

: 891862-76-3
(3S,4S,5S,7S)-4-benzyloxy-3-benzyloxymethyl-7-methyl-1,6-dioxaspiro[4.5]decane

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogen / rhodium on activated Al₂O₃ / methanol / 4.5 h / 20 °C / 760 Torr

1.2: 10 percent / hydrochloric acid / 15 h / 20 °C

2.1: 82 percent / hydrogen / palladium on carbon / methanol / 4 h / 20 °C / 760 Torr

3.1: 14 percent / sodium hydride / dimethylformamide; various solvent(s) / 20 h / 20 °C

With hydrogen; sodium hydride; palladium on activated charcoal; rhodium on alumina; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo060149e

Reference yield:

: 892397-48-7
(3S,4S)-4-Benzyloxymethyl-3-(tetrahydro-pyran-2-yloxy)-2-[(S)-4-(tetrahydro-pyran-2-yloxy)-pent-1-ynyl]-tetrahydro-furan-2-ol

: 891862-76-3
(3S,4S,5S,7S)-4-benzyloxy-3-benzyloxymethyl-7-methyl-1,6-dioxaspiro[4.5]decane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 88 mg / hydrochloric acid / 1 h / 20 °C

2.1: hydrogen / rhodium on activated Al₂O₃ / methanol / 4.5 h / 20 °C / 760 Torr

2.2: 10 percent / hydrochloric acid / 15 h / 20 °C

3.1: 82 percent / hydrogen / palladium on carbon / methanol / 4 h / 20 °C / 760 Torr

4.1: 14 percent / sodium hydride / dimethylformamide; various solvent(s) / 20 h / 20 °C

With hydrogenchloride; hydrogen; sodium hydride; palladium on activated charcoal; rhodium on alumina; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo060149e