(S)-3-Benzyloxy-3-((4S,5R)-4-benzyloxymethyl-5-isopropenyl-2,2-dimethyl-[1,3]dioxan-4-yl)-propan-1-ol

Base Information

Chemical Name:(S)-3-Benzyloxy-3-((4S,5R)-4-benzyloxymethyl-5-isopropenyl-2,2-dimethyl-[1,3]dioxan-4-yl)-propan-1-ol
CAS No.:213255-11-9
Molecular Formula:C₂₇H₃₆O₅
Molecular Weight:440.58
Hs Code.:

Synonyms:(S)-3-Benzyloxy-3-((4S,5R)-4-benzyloxymethyl-5-isopropenyl-2,2-dimethyl-[1,3]dioxan-4-yl)-propan-1-ol

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Chemical Property of (S)-3-Benzyloxy-3-((4S,5R)-4-benzyloxymethyl-5-isopropenyl-2,2-dimethyl-[1,3]dioxan-4-yl)-propan-1-ol

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Technology Process of (S)-3-Benzyloxy-3-((4S,5R)-4-benzyloxymethyl-5-isopropenyl-2,2-dimethyl-[1,3]dioxan-4-yl)-propan-1-ol

There total 11 articles about (S)-3-Benzyloxy-3-((4S,5R)-4-benzyloxymethyl-5-isopropenyl-2,2-dimethyl-[1,3]dioxan-4-yl)-propan-1-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:

: 213255-23-3
[(S)-3-Benzyloxy-3-((4S,5R)-4-benzyloxymethyl-5-isopropenyl-2,2-dimethyl-[1,3]dioxan-4-yl)-propoxy]-tert-butyl-dimethyl-silane

: 213255-11-9
(S)-3-Benzyloxy-3-((4S,5R)-4-benzyloxymethyl-5-isopropenyl-2,2-dimethyl-[1,3]dioxan-4-yl)-propan-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1021/jo9810563

Reference yield:

: 132487-16-2
methyl 3,5-di-O-benzyl-2-deoxy-D-ribofuranoside

: 213255-11-9
(S)-3-Benzyloxy-3-((4S,5R)-4-benzyloxymethyl-5-isopropenyl-2,2-dimethyl-[1,3]dioxan-4-yl)-propan-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: m-CPBA; BF₃*Et₂O

2.1: LiAlH₄

3.1: imidazole

4.1: Swern oxidation

5.1: LDA / tetrahydrofuran / -78 °C

5.2: tetrahydrofuran / 0.17 h / -78 °C

6.1: DIBAL-H

7.1: CSA

8.1: TBAF / tetrahydrofuran

With 1H-imidazole; lithium aluminium tetrahydride; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; 1.1: Oxidation / 2.1: Reduction / 3.1: silylation / 4.1: Swern oxidation / 5.1: Metallation / 5.2: Addition / 6.1: Reduction / 7.1: Cyclization / 8.1: desilylation;
DOI:10.1021/jo9810563

Reference yield:

: 533-67-5
2-Deoxy-D-ribose

: 213255-11-9
(S)-3-Benzyloxy-3-((4S,5R)-4-benzyloxymethyl-5-isopropenyl-2,2-dimethyl-[1,3]dioxan-4-yl)-propan-1-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: HCl

2.1: NaH

3.1: m-CPBA; BF₃*Et₂O

4.1: LiAlH₄

5.1: imidazole

6.1: Swern oxidation

7.1: LDA / tetrahydrofuran / -78 °C

7.2: tetrahydrofuran / 0.17 h / -78 °C

8.1: DIBAL-H

9.1: CSA

10.1: TBAF / tetrahydrofuran

With 1H-imidazole; hydrogenchloride; lithium aluminium tetrahydride; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; 1.1: Cyclization / 2.1: Etherification / 3.1: Oxidation / 4.1: Reduction / 5.1: silylation / 6.1: Swern oxidation / 7.1: Metallation / 7.2: Addition / 8.1: Reduction / 9.1: Cyclization / 10.1: desilylation;
DOI:10.1021/jo9810563