(2S,3R,4S,5R,6R)-3,4-Bis-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-2-methoxy-5-(4-methoxy-benzyloxy)-tetrahydro-pyran

Base Information

Chemical Name:(2S,3R,4S,5R,6R)-3,4-Bis-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-2-methoxy-5-(4-methoxy-benzyloxy)-tetrahydro-pyran
CAS No.:202339-28-4
Molecular Formula:C₃₄H₄₂O₈
Molecular Weight:578.703
Hs Code.:

Synonyms:(2S,3R,4S,5R,6R)-3,4-Bis-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-2-methoxy-5-(4-methoxy-benzyloxy)-tetrahydro-pyran

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Chemical Property of (2S,3R,4S,5R,6R)-3,4-Bis-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-2-methoxy-5-(4-methoxy-benzyloxy)-tetrahydro-pyran

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Technology Process of (2S,3R,4S,5R,6R)-3,4-Bis-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-2-methoxy-5-(4-methoxy-benzyloxy)-tetrahydro-pyran

There total 1 articles about (2S,3R,4S,5R,6R)-3,4-Bis-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-2-methoxy-5-(4-methoxy-benzyloxy)-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:

: 77-76-9
2,2-dimethoxy-propane

: {3-[(2S,3S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-oxiranyl}-methanol

: 202339-28-4
(2S,3R,4S,5R,6R)-3,4-Bis-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-2-methoxy-5-(4-methoxy-benzyloxy)-tetrahydro-pyran

: 4-[(2R,3S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-2,2-dimethyl-[1,3]dioxane

Guidance literature:: With diisobutylaluminium hydride; Yield given. Multistep reaction. Yields of byproduct given; 1.) CH₂Cl₂, hexane, 0 deg C, 5 min, 2.) rt, 3 h;
DOI:10.1271/bbb.61.2019

Reference yield: 72.0%

: 202339-28-4
(2S,3R,4S,5R,6R)-3,4-Bis-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-2-methoxy-5-(4-methoxy-benzyloxy)-tetrahydro-pyran

: 202338-83-8
(2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-6-methoxy-tetrahydro-pyran-3-ol

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; for 3h; Ambient temperature;
DOI:10.1271/bbb.61.2019

Reference yield:

: 202339-28-4
(2S,3R,4S,5R,6R)-3,4-Bis-benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-2-methoxy-5-(4-methoxy-benzyloxy)-tetrahydro-pyran

: 202338-96-3
Acetic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-[(S)-2-hydroxy-3-(toluene-4-sulfonyloxy)-propyl]-6-methoxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / DDQ / CH₂Cl₂ / 3 h / Ambient temperature

2: 92 percent / pyridine / 3 h / Ambient temperature

3: 93 percent / TFA, H₂O / CH₂Cl₂ / 24 h

4: 67 percent / DMAP / pyridine / 0.5 h / Ambient temperature

With dmap; water; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In pyridine; dichloromethane;
DOI:10.1271/bbb.61.2019