(8R)-1-[(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-8-(tert-butyldimethylsilyloxy)-non-2-yne-1,4-diol

Base Information

Chemical Name:(8R)-1-[(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-8-(tert-butyldimethylsilyloxy)-non-2-yne-1,4-diol
CAS No.:742062-13-1
Molecular Formula:C₂₉H₄₈O₆Si
Molecular Weight:520.782
Hs Code.:

Synonyms:(8R)-1-[(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-8-(tert-butyldimethylsilyloxy)-non-2-yne-1,4-diol

Suppliers and Price of (8R)-1-[(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-8-(tert-butyldimethylsilyloxy)-non-2-yne-1,4-diol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (8R)-1-[(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-8-(tert-butyldimethylsilyloxy)-non-2-yne-1,4-diol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (8R)-1-[(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-8-(tert-butyldimethylsilyloxy)-non-2-yne-1,4-diol

There total 12 articles about (8R)-1-[(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-8-(tert-butyldimethylsilyloxy)-non-2-yne-1,4-diol 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: 40.0%

: 121785-59-9
(-)-(5R)-5-(tert-butyldimethylsilyloxy)-hexanal

: 742062-12-0
1-[(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-prop-2-yn-1-ol

: 742062-13-1
(8R)-1-[(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-8-(tert-butyldimethylsilyloxy)-non-2-yne-1,4-diol

Guidance literature:: 1-[(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-prop-2-yn-1-ol; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h;

(-)-(5R)-5-(tert-butyldimethylsilyloxy)-hexanal; In tetrahydrofuran; hexane; at -78 - 20 ℃;
DOI:10.1021/jo049556l

Reference yield:

: 58931-16-1,88981-35-5,110339-28-1
(R)-1-benzyloxypent-4-en-2-ol

: 742062-13-1
(8R)-1-[(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-8-(tert-butyldimethylsilyloxy)-non-2-yne-1,4-diol

Guidance literature:: Multi-step reaction with 10 steps

1.1: 100 percent / imidazole / dimethylformamide / 3 h / 20 °C

2.1: 80 percent / potassium permanganate; acetic acid / acetone; H₂O / 2 h / 20 °C

3.1: 94 percent / pyridine; DMAP / CH₂Cl₂ / 24 h / 20 °C

4.1: 82 percent / acetic acid; water / tetrahydrofuran / 18 h / 20 °C

5.1: 95 percent / Me₄NBH(OAc)3; acetic acid / acetonitrile / 15 h / -20 °C

6.1: 100 percent / camphorsulfonic acid / 24 h / 20 °C

7.1: 90 percent / methanol; sodium / 18 h / 20 °C

8.1: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

9.1: 77 percent / tetrahydrofuran / 4 h / 0 °C

10.1: n-BuLi / tetrahydrofuran; hexane / 0.75 h / -78 °C

10.2: 40 percent / tetrahydrofuran; hexane / -78 - 20 °C

With pyridine; 1H-imidazole; methanol; dmap; potassium permanganate; n-butyllithium; camphor-10-sulfonic acid; water; sodium; Dess-Martin periodane; acetic acid; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo049556l

Reference yield:

: 121692-12-4
(5R)-5-{[(tert-butyl)(dimethyl)silyl]oxy}hexan-1-ol

: 742062-13-1
(8R)-1-[(4R,6R)-6-benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl]-8-(tert-butyldimethylsilyloxy)-non-2-yne-1,4-diol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.75 h / -78 °C

2.2: 40 percent / tetrahydrofuran; hexane / -78 - 20 °C

With n-butyllithium; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo049556l