(2R,4S,6R,8S,10S)-2-Benzyloxymethyl-8-hydroxymethyl-10-methoxy-1,7-dioxa-spiro[5.5]undecan-4-ol

Base Information

Chemical Name:(2R,4S,6R,8S,10S)-2-Benzyloxymethyl-8-hydroxymethyl-10-methoxy-1,7-dioxa-spiro[5.5]undecan-4-ol
CAS No.:201275-49-2
Molecular Formula:C₁₉H₂₈O₆
Molecular Weight:352.428
Hs Code.:

Synonyms:(2R,4S,6R,8S,10S)-2-Benzyloxymethyl-8-hydroxymethyl-10-methoxy-1,7-dioxa-spiro[5.5]undecan-4-ol

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Chemical Property of (2R,4S,6R,8S,10S)-2-Benzyloxymethyl-8-hydroxymethyl-10-methoxy-1,7-dioxa-spiro[5.5]undecan-4-ol

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (2R,4S,6R,8S,10S)-2-Benzyloxymethyl-8-hydroxymethyl-10-methoxy-1,7-dioxa-spiro[5.5]undecan-4-ol

There total 23 articles about (2R,4S,6R,8S,10S)-2-Benzyloxymethyl-8-hydroxymethyl-10-methoxy-1,7-dioxa-spiro[5.5]undecan-4-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:

: (2S,4S)-5-[2-((2S,4R)-5-Benzyloxy-2,4-dihydroxy-pentyl)-[1,3]dithian-2-yl]-4-methoxy-pentane-1,2-diol

: 201275-49-2
(2R,4S,6R,8S,10S)-2-Benzyloxymethyl-8-hydroxymethyl-10-methoxy-1,7-dioxa-spiro[5.5]undecan-4-ol

: 201275-50-5
(2R,4S,6S,8S,10S)-2-Benzyloxymethyl-8-hydroxymethyl-10-methoxy-1,7-dioxa-spiro[5.5]undecan-4-ol

Guidance literature:: With mercury(II) perchlorate; calcium carbonate; In water; acetonitrile; Yield given. Yields of byproduct given;
DOI:10.1016/S0040-4039(97)10500-7

Reference yield:

: 201275-41-4
(S)-4-((S)-3-{2-[(2S,4R)-5-Benzyloxy-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-pentyl]-[1,3]dithian-2-yl}-2-methoxy-propyl)-2,2-dimethyl-[1,3]dioxolane

: 201275-49-2
(2R,4S,6R,8S,10S)-2-Benzyloxymethyl-8-hydroxymethyl-10-methoxy-1,7-dioxa-spiro[5.5]undecan-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / HCl / methanol

2: Hg(ClO₄)2; CaCO₃ / acetonitrile; H₂O

With hydrogenchloride; mercury(II) perchlorate; calcium carbonate; In methanol; water; acetonitrile;
DOI:10.1002/1521-3773(20010105)40:1<191::AID-ANIE191>3.0.CO;2-C

Reference yield:

: 127793-60-6
(2R)-1-[(4S)-2,2-diethyl-[1,3]dioxolan-4-yl]-pent-4-en-2-ol

: 201275-49-2
(2R,4S,6R,8S,10S)-2-Benzyloxymethyl-8-hydroxymethyl-10-methoxy-1,7-dioxa-spiro[5.5]undecan-4-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / NaH, 15-cr-5

2: 96 percent / O₃, Ph₃P / CH₂Cl₂ / -78 °C

3: 89 percent / BF₃*Et₂O

4: 90 percent / PPTs

5: 20 percent / t-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide

6: 95 percent / i-Pr₂NEt / CH₂Cl₂

7: 85 percent / HCl / methanol

8: Hg(ClO₄)2, CaCO₃ / acetonitrile; H₂O

With hydrogenchloride; mercury(II) perchlorate; 15-crown-5; boron trifluoride diethyl etherate; tert.-butyl lithium; pyridinium p-toluenesulfonate; sodium hydride; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; calcium carbonate; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4039(97)10500-7