2,2-Dimethyl-propionic acid (2R,3R,4R,5R,6R)-3-acetylamino-2-(bis-benzyloxy-phosphoryloxy)-6-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (2R,3R,4R,5R,6R)-3-acetylamino-2-(bis-benzyloxy-phosphoryloxy)-6-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-tetrahydro-pyran-4-yl ester
CAS No.:592533-41-0
Molecular Formula:C₃₃H₄₆NO₁₁P
Molecular Weight:663.702
Hs Code.:

2,2-Dimethyl-propionic acid (2R,3R,4R,5R,6R)-3-acetylamino-2-(bis-benzyloxy-phosphoryloxy)-6-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-tetrahydro-pyran-4-yl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (2R,3R,4R,5R,6R)-3-acetylamino-2-(bis-benzyloxy-phosphoryloxy)-6-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-tetrahydro-pyran-4-yl ester

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Technology Process of 2,2-Dimethyl-propionic acid (2R,3R,4R,5R,6R)-3-acetylamino-2-(bis-benzyloxy-phosphoryloxy)-6-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-tetrahydro-pyran-4-yl ester

There total 10 articles about 2,2-Dimethyl-propionic acid (2R,3R,4R,5R,6R)-3-acetylamino-2-(bis-benzyloxy-phosphoryloxy)-6-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-tetrahydro-pyran-4-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:

: 2,2-Dimethyl-propionic acid (2R,3R,4R,5R,6R)-3-acetylamino-2-(bis-benzyloxy-phosphanyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-tetrahydro-pyran-4-yl ester

: 592533-41-0
2,2-Dimethyl-propionic acid (2R,3R,4R,5R,6R)-3-acetylamino-2-(bis-benzyloxy-phosphoryloxy)-6-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-tetrahydro-pyran-4-yl ester

Guidance literature:: With dihydrogen peroxide; at -78 ℃; for 1h;
DOI:10.1016/S0960-894X(03)00287-7

Reference yield:

: 7512-17-6,72-87-7,1136-42-1,1136-44-3,6082-29-7,6730-06-9,7772-94-3,10036-64-3,14131-60-3,14131-64-7,14131-68-1,14215-68-0,62057-49-2,62057-50-5,62057-51-6,62057-52-7,62057-53-8,62057-54-9,62057-55-0,62057-56-1,62075-50-7,62137-54-6,134451-97-1,134522-12-6,148347-16-4
N-Acetyl-D-glucosamine

: 592533-41-0
2,2-Dimethyl-propionic acid (2R,3R,4R,5R,6R)-3-acetylamino-2-(bis-benzyloxy-phosphoryloxy)-6-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 74 percent / BF₃*Et₂O / 5 h / 90 °C

2: 70 percent / pyridine / CH₂Cl₂ / 2 h / 0 °C

3: pyridine / CH₂Cl₂ / 2 h / -15 °C

4: 58 percent / H₂O / 2 h / Heating

5: 50 percent / DBU / CH₂Cl₂ / 2 h / 20 °C

6: 76 percent / Bz₂O₂ / acetonitrile / 4 h / 0 - 20 °C

7: 99 percent / Raney-Ni / ethanol / 20 °C

8: 1H-tetrazole / tetrahydrofuran / 3 h / 20 °C

9: H₂O₂ / 1 h / -78 °C

With pyridine; 1H-tetrazole; boron trifluoride diethyl etherate; water; dihydrogen peroxide; nickel; 1,8-diazabicyclo[5.4.0]undec-7-ene; dibenzoyl peroxide; In tetrahydrofuran; ethanol; dichloromethane; acetonitrile;
DOI:10.1016/S0960-894X(03)00287-7

Reference yield:

: 67746-43-4
dibenzyl N,N-diethylphosphoramidite

: 592533-41-0
2,2-Dimethyl-propionic acid (2R,3R,4R,5R,6R)-3-acetylamino-2-(bis-benzyloxy-phosphoryloxy)-6-(2,2-dimethyl-propionyloxymethyl)-5-methoxy-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1H-tetrazole / tetrahydrofuran / 3 h / 20 °C

2: H₂O₂ / 1 h / -78 °C

With 1H-tetrazole; dihydrogen peroxide; In tetrahydrofuran;
DOI:10.1016/S0960-894X(03)00287-7