2,2-Dimethyl-propionic acid (2R,3S,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-[(2S,3R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (2R,3S,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-[(2S,3R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tetrahydro-pyran-4-yl ester
CAS No.:866957-58-6
Molecular Formula:C₅₄H₇₁NO₁₄
Molecular Weight:958.156
Hs Code.:

2,2-Dimethyl-propionic acid (2R,3S,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-[(2S,3R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tetrahydro-pyran-4-yl ester

Synonyms:2,2-Dimethyl-propionic acid (2R,3S,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-[(2S,3R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tetrahydro-pyran-4-yl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (2R,3S,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-[(2S,3R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tetrahydro-pyran-4-yl ester

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Technology Process of 2,2-Dimethyl-propionic acid (2R,3S,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-[(2S,3R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tetrahydro-pyran-4-yl ester

There total 9 articles about 2,2-Dimethyl-propionic acid (2R,3S,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-[(2S,3R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-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: 71.0%

: 866957-57-5
[(1S,2R)-1-Hydroxymethyl-2-(4-methoxy-benzyloxy)-but-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

: 118605-55-3
(2,3,4,6-tetra-O-pivaloyl-α-D-galactopyranoside)-1-trichloroacetimidate

: 866957-58-6
2,2-Dimethyl-propionic acid (2R,3S,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-[(2S,3R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tetrahydro-pyran-4-yl ester

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; for 2h;
DOI:10.1021/jo051069y

Reference yield:

: 631090-32-9
Methanesulfonic acid (1R,2R)-2-hydroxy-1-hydroxymethyl-but-3-enyl ester

: 866957-58-6
2,2-Dimethyl-propionic acid (2R,3S,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-[(2S,3R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: imidazole / tetrahydrofuran / 0.5 h / 20 °C

2.1: 1.76 g / La(OTf)3 / toluene / 1 h / 20 °C

3.1: NaN₃; Bu₄NCl / dimethylformamide / 24 h / 90 °C

3.2: 300 mg / Et₃N; DMAP / CH₂Cl₂

4.1: 83 percent / Zn; NH₄Cl / methanol

5.1: 76 percent / Hunig's base / CH₂Cl₂

6.1: 88 percent / HF*pyridine / acetonitrile / 10 h / 20 °C

7.1: 71 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h

With 1H-imidazole; sodium azide; boron trifluoride diethyl etherate; tetrabutyl-ammonium chloride; ammonium chloride; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; zinc; lanthanum(lll) triflate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo051069y

Reference yield:

: Methanesulfonic acid (1R,2R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-hydroxy-but-3-enyl ester

: 866957-58-6
2,2-Dimethyl-propionic acid (2R,3S,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-(2,2-dimethyl-propionyloxymethyl)-6-[(2S,3R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-methoxy-benzyloxy)-pent-4-enyloxy]-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1.76 g / La(OTf)3 / toluene / 1 h / 20 °C

2.1: NaN₃; Bu₄NCl / dimethylformamide / 24 h / 90 °C

2.2: 300 mg / Et₃N; DMAP / CH₂Cl₂

3.1: 83 percent / Zn; NH₄Cl / methanol

4.1: 76 percent / Hunig's base / CH₂Cl₂

5.1: 88 percent / HF*pyridine / acetonitrile / 10 h / 20 °C

6.1: 71 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h

With sodium azide; boron trifluoride diethyl etherate; tetrabutyl-ammonium chloride; ammonium chloride; pyridine hydrogenfluoride; N-ethyl-N,N-diisopropylamine; zinc; lanthanum(lll) triflate; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo051069y