[(2R,3S,4S,6R)-4-Benzyloxy-6-(3-benzyloxy-propyl)-3-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(2R,3S,4S,6R)-4-Benzyloxy-6-(3-benzyloxy-propyl)-3-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-tert-butyl-dimethyl-silane
CAS No.:736170-19-7
Molecular Formula:C₄₀H₅₂O₅Si
Molecular Weight:640.935
Hs Code.:

Synonyms:[(2R,3S,4S,6R)-4-Benzyloxy-6-(3-benzyloxy-propyl)-3-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-tert-butyl-dimethyl-silane

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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 [(2R,3S,4S,6R)-4-Benzyloxy-6-(3-benzyloxy-propyl)-3-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-tert-butyl-dimethyl-silane

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of [(2R,3S,4S,6R)-4-Benzyloxy-6-(3-benzyloxy-propyl)-3-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-tert-butyl-dimethyl-silane

There total 7 articles about [(2R,3S,4S,6R)-4-Benzyloxy-6-(3-benzyloxy-propyl)-3-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-tert-butyl-dimethyl-silane 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%

: 939-26-4
2-bromomethylnaphthyl bromide

: 736170-35-7
(2R,3S,4S,6R)-4-Benzyloxy-6-(3-benzyloxy-propyl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-3-ol

: 736170-19-7
[(2R,3S,4S,6R)-4-Benzyloxy-6-(3-benzyloxy-propyl)-3-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-tert-butyl-dimethyl-silane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 0 - 25 ℃; for 14h;
DOI:10.1016/j.tetlet.2004.05.020

Reference yield:

: 189347-91-9
benzyl 3-(3-O-benzyl-2-deoxy-α-D-allopyranosyl)propyl ether

: 736170-19-7
[(2R,3S,4S,6R)-4-Benzyloxy-6-(3-benzyloxy-propyl)-3-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / Et₃N; DMAP / CH₂Cl₂ / 2.67 h / 23 °C

2: 100 percent / NaH; Bu₄NI / tetrahydrofuran / 14 h / 0 - 25 °C

With dmap; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2004.05.020

Reference yield:

: 82795-64-0
(2R,3S,4R,6R)-2-(acetoxymethyl)-6-allyltetrahydro-2H-pyran-3,4-diyldiacetate

: 736170-19-7
[(2R,3S,4S,6R)-4-Benzyloxy-6-(3-benzyloxy-propyl)-3-(naphthalen-2-ylmethoxy)-tetrahydro-pyran-2-ylmethoxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1.1: 88 percent / NaOMe / methanol / 3 h / 0 - 23 °C

2.1: 79 percent / TsOH*H₂O / benzene; dimethylformamide / 7 h / Heating

3.1: (COCl)2; DMSO / CH₂Cl₂ / 0.25 h / -78 °C

3.2: 100 percent / Et₃N / CH₂Cl₂ / 0.5 h / -78 - 0 °C

4.1: 95 percent / K-Selectride / tetrahydrofuran / 1 h / -78 °C

5.1: 9-BBN / tetrahydrofuran / 1 h / 23 °C

5.2: TBHP; NaOH / tetrahydrofuran; H₂O / 0.67 h / 0 - 23 °C

6.1: t-BuOK; Bu₄NI / tetrahydrofuran / 4 h / 23 °C

7.1: 94 percent / HCl / tetrahydrofuran; H₂O / 10 h / 23 °C

8.1: 99 percent / Et₃N; DMAP / CH₂Cl₂ / 2.67 h / 23 °C

9.1: 100 percent / NaH; Bu₄NI / tetrahydrofuran / 14 h / 0 - 25 °C

With hydrogenchloride; dmap; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; potassium tert-butylate; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium tri-sec-butyl-borohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; benzene; 3.1: Swern oxidation / 3.2: Swern oxidation;
DOI:10.1016/j.tetlet.2004.05.020