2,2-Dimethyl-propionic acid (2R,3R,4S,5R)-5-((2S,3R,4S,5R,6R)-3-acetoxy-5-benzyloxy-6-benzyloxymethyl-4-hydroxy-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-pent-4-enyloxy-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (2R,3R,4S,5R)-5-((2S,3R,4S,5R,6R)-3-acetoxy-5-benzyloxy-6-benzyloxymethyl-4-hydroxy-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-pent-4-enyloxy-tetrahydro-pyran-3-yl ester
CAS No.:672298-74-7
Molecular Formula:C₄₄H₅₆O₁₂
Molecular Weight:776.921
Hs Code.:

2,2-Dimethyl-propionic acid (2R,3R,4S,5R)-5-((2S,3R,4S,5R,6R)-3-acetoxy-5-benzyloxy-6-benzyloxymethyl-4-hydroxy-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-pent-4-enyloxy-tetrahydro-pyran-3-yl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (2R,3R,4S,5R)-5-((2S,3R,4S,5R,6R)-3-acetoxy-5-benzyloxy-6-benzyloxymethyl-4-hydroxy-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-pent-4-enyloxy-tetrahydro-pyran-3-yl ester

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Technology Process of 2,2-Dimethyl-propionic acid (2R,3R,4S,5R)-5-((2S,3R,4S,5R,6R)-3-acetoxy-5-benzyloxy-6-benzyloxymethyl-4-hydroxy-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-pent-4-enyloxy-tetrahydro-pyran-3-yl ester

There total 14 articles about 2,2-Dimethyl-propionic acid (2R,3R,4S,5R)-5-((2S,3R,4S,5R,6R)-3-acetoxy-5-benzyloxy-6-benzyloxymethyl-4-hydroxy-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-pent-4-enyloxy-tetrahydro-pyran-3-yl ester 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:

: 4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-3-acetoxy-5-benzyloxy-2-[(3R,4S,5R,6R)-4-benzyloxy-5-(2,2-dimethyl-propionyloxy)-6-pent-4-enyloxy-tetrahydro-pyran-3-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-4-yl ester

: 672298-74-7
2,2-Dimethyl-propionic acid (2R,3R,4S,5R)-5-((2S,3R,4S,5R,6R)-3-acetoxy-5-benzyloxy-6-benzyloxymethyl-4-hydroxy-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-pent-4-enyloxy-tetrahydro-pyran-3-yl ester

Guidance literature:: With hydrazine; In dichloromethane; water; acetic acid;
DOI:10.1002/hlca.200390331

Reference yield:

: 821-09-0
n-Pent-4-enyl alcohol

: 672298-74-7
2,2-Dimethyl-propionic acid (2R,3R,4S,5R)-5-((2S,3R,4S,5R,6R)-3-acetoxy-5-benzyloxy-6-benzyloxymethyl-4-hydroxy-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-pent-4-enyloxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: TMSOTf / CH₂Cl₂ / -30 °C

2: NH₂NH₂ / CH₂Cl₂; acetic acid; methanol

3: TMSOTf / CH₂Cl₂ / -78 °C

4: NH₂NH₂ / acetic acid; CH₂Cl₂; H₂O

With trimethylsilyl trifluoromethanesulfonate; hydrazine; In methanol; dichloromethane; water; acetic acid;
DOI:10.1002/hlca.200390331

Reference yield:

: 3282-30-2
pivaloyl chloride

: 672298-74-7
2,2-Dimethyl-propionic acid (2R,3R,4S,5R)-5-((2S,3R,4S,5R,6R)-3-acetoxy-5-benzyloxy-6-benzyloxymethyl-4-hydroxy-tetrahydro-pyran-2-yloxy)-4-benzyloxy-2-pent-4-enyloxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 593 mg / DMAP / CH₂Cl₂ / 2 h / 20 °C

2: TMSOTf / CH₂Cl₂ / -30 °C

3: NH₂NH₂ / CH₂Cl₂; acetic acid; methanol

4: TMSOTf / CH₂Cl₂ / -78 °C

5: NH₂NH₂ / acetic acid; CH₂Cl₂; H₂O

With dmap; trimethylsilyl trifluoromethanesulfonate; hydrazine; In methanol; dichloromethane; water; acetic acid;
DOI:10.1002/hlca.200390331