(2S,3R,4S,5R,6R)-3-Benzyloxy-4,5-bis-[2-(2-chloro-ethoxy)-ethoxy]-2-methoxy-6-trityloxymethyl-tetrahydro-pyran

Base Information

Chemical Name:(2S,3R,4S,5R,6R)-3-Benzyloxy-4,5-bis-[2-(2-chloro-ethoxy)-ethoxy]-2-methoxy-6-trityloxymethyl-tetrahydro-pyran
CAS No.:332057-69-9
Molecular Formula:C₄₁H₄₈Cl₂O₈
Molecular Weight:739.733
Hs Code.:

Synonyms:(2S,3R,4S,5R,6R)-3-Benzyloxy-4,5-bis-[2-(2-chloro-ethoxy)-ethoxy]-2-methoxy-6-trityloxymethyl-tetrahydro-pyran

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Chemical Property of (2S,3R,4S,5R,6R)-3-Benzyloxy-4,5-bis-[2-(2-chloro-ethoxy)-ethoxy]-2-methoxy-6-trityloxymethyl-tetrahydro-pyran

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Technology Process of (2S,3R,4S,5R,6R)-3-Benzyloxy-4,5-bis-[2-(2-chloro-ethoxy)-ethoxy]-2-methoxy-6-trityloxymethyl-tetrahydro-pyran

There total 6 articles about (2S,3R,4S,5R,6R)-3-Benzyloxy-4,5-bis-[2-(2-chloro-ethoxy)-ethoxy]-2-methoxy-6-trityloxymethyl-tetrahydro-pyran 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: 83.0%

: 111-44-4
3-oxa-1,5-dichloropentane

: 332057-67-7
Acetic acid (2R,3R,4S,5R,6S)-4-acetoxy-5-benzyloxy-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-3-yl ester

: 332057-69-9
(2S,3R,4S,5R,6R)-3-Benzyloxy-4,5-bis-[2-(2-chloro-ethoxy)-ethoxy]-2-methoxy-6-trityloxymethyl-tetrahydro-pyran

Guidance literature:: With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; at 20 ℃; for 12h;
DOI:10.3987/COM-00-9098

Reference yield:

: 100-39-0
benzyl bromide

: 332057-69-9
(2S,3R,4S,5R,6R)-3-Benzyloxy-4,5-bis-[2-(2-chloro-ethoxy)-ethoxy]-2-methoxy-6-trityloxymethyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 5 steps

1.1: Bu₂SnO / methanol / 1 h / Heating

1.2: 83 percent / 11 h / 110 °C

2.1: 100 percent / aq. HCl / tetrahydrofuran; methanol / 4 h / Heating

3.1: pyridine / 8 h / 40 °C

4.1: 2 h / 20 °C

5.1: 83 percent / aq. NaOH; NBu₄*HSO₄ / 12 h / 20 °C

With pyridine; hydrogenchloride; sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; di(n-butyl)tin oxide; In tetrahydrofuran; methanol;
DOI:10.3987/COM-00-9098

Reference yield:

: 76375-66-1
methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

: 332057-69-9
(2S,3R,4S,5R,6R)-3-Benzyloxy-4,5-bis-[2-(2-chloro-ethoxy)-ethoxy]-2-methoxy-6-trityloxymethyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / aq. HCl / tetrahydrofuran; methanol / 4 h / Heating

2: pyridine / 8 h / 40 °C

3: 2 h / 20 °C

4: 83 percent / aq. NaOH; NBu₄*HSO₄ / 12 h / 20 °C

With pyridine; hydrogenchloride; sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In tetrahydrofuran; methanol;
DOI:10.3987/COM-00-9098