3,5-Dimethoxy-4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid

Base Information

Chemical Name:3,5-Dimethoxy-4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid
CAS No.:187405-74-9
Molecular Formula:C₃₆H₃₈O₁₀
Molecular Weight:630.692
Hs Code.:

Synonyms:3,5-Dimethoxy-4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid

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Chemical Property of 3,5-Dimethoxy-4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid

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Technology Process of 3,5-Dimethoxy-4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid

There total 4 articles about 3,5-Dimethoxy-4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid 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: 92.0%

: 161804-41-7
4-((2S,3R,4S,5R,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-3,5-dimethoxy-benzoic acid ethyl ester

: 187405-74-9
3,5-Dimethoxy-4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid

Guidance literature:: With sodium methylate; In methanol; for 24h; Ambient temperature;
DOI:10.1080/00397919908086202

Reference yield:

: 4356-77-8,35094-65-6,61277-56-3,65556-30-1,78185-13-4,78185-15-6,109958-31-8,109958-33-0,113532-02-8,59433-13-5
1,6-di-O-acetyl-2,3,4-tri-O-benzyl-D-glucopyranose

: 187405-74-9
3,5-Dimethoxy-4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / NH₃ / acetonitrile; methanol / 24 h / Ambient temperature

2: 80.5 percent / NaH

3: 60 percent / BF₃*Et₂O / CH₂Cl₂ / -15 - -10 °C

4: 92 percent / MeONa / methanol / 24 h / Ambient temperature

With boron trifluoride diethyl etherate; ammonia; sodium methylate; sodium hydride; In methanol; dichloromethane; acetonitrile;
DOI:10.1080/00397919908086202

Reference yield:

: 88567-49-1,88567-50-4,93361-01-4,101802-94-2,101802-97-5,127875-38-1
6-O-acetyl-2,3,4-tri-O-benzyl-D-glucopyranose

: 187405-74-9
3,5-Dimethoxy-4-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 80.5 percent / NaH

2: 60 percent / BF₃*Et₂O / CH₂Cl₂ / -15 - -10 °C

3: 92 percent / MeONa / methanol / 24 h / Ambient temperature

With boron trifluoride diethyl etherate; sodium methylate; sodium hydride; In methanol; dichloromethane;
DOI:10.1080/00397919908086202