tert-Butyldimethylsilyl-2-azido-3-O-<2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-desoxy-β-D-glucopyranosyl)-4,6-O-isopropyliden-2-desoxy-β-D-glucopyranosyl>-4,6-O-isopropyliden-2-desoxy-β-D-glucopyranosid

Base Information

Chemical Name:tert-Butyldimethylsilyl-2-azido-3-O-<2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-desoxy-β-D-glucopyranosyl)-4,6-O-isopropyliden-2-desoxy-β-D-glucopyranosyl>-4,6-O-isopropyliden-2-desoxy-β-D-glucopyranosid
CAS No.:99049-72-6
Molecular Formula:C₅₁H₆₉N₉O₁₃Si
Molecular Weight:1044.25
Hs Code.:

tert-Butyldimethylsilyl-2-azido-3-O-<2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-desoxy-β-D-glucopyranosyl)-4,6-O-isopropyliden-2-desoxy-β-D-glucopyranosyl>-4,6-O-isopropyliden-2-desoxy-β-D-glucopyranosid

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Chemical Property of tert-Butyldimethylsilyl-2-azido-3-O-<2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-desoxy-β-D-glucopyranosyl)-4,6-O-isopropyliden-2-desoxy-β-D-glucopyranosyl>-4,6-O-isopropyliden-2-desoxy-β-D-glucopyranosid

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Technology Process of tert-Butyldimethylsilyl-2-azido-3-O-<2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-desoxy-β-D-glucopyranosyl)-4,6-O-isopropyliden-2-desoxy-β-D-glucopyranosyl>-4,6-O-isopropyliden-2-desoxy-β-D-glucopyranosid

There total 14 articles about tert-Butyldimethylsilyl-2-azido-3-O-<2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-desoxy-β-D-glucopyranosyl)-4,6-O-isopropyliden-2-desoxy-β-D-glucopyranosyl>-4,6-O-isopropyliden-2-desoxy-β-D-glucopyranosid 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: 70.0%

: 99049-68-0
tert-Butyldimethylsilyl-2-azido-2-desoxy-4,6-O-isopropyliden-β-D-glucopyranosid

: 99049-71-5
O-<2-Azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-desoxy-β-D-glucopyranosyl)-2-desoxy-4,6-O-isopropyliden-α-D-glucopyranosyl>-trichloracetimidat

: 99049-72-6
tert-Butyldimethylsilyl-2-azido-3-O-<2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-desoxy-β-D-glucopyranosyl)-4,6-O-isopropyliden-2-desoxy-β-D-glucopyranosyl>-4,6-O-isopropyliden-2-desoxy-β-D-glucopyranosid

Guidance literature:: With molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; 1.) 8 h, -20 deg C, 2.) 4 h, -10 deg C;

Reference yield:

: 99049-67-9
tert-Butyldimethylsilyl-2-azido-2-desoxy-β-D-glucopyranosid

: 99049-72-6
tert-Butyldimethylsilyl-2-azido-3-O-<2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-desoxy-β-D-glucopyranosyl)-4,6-O-isopropyliden-2-desoxy-β-D-glucopyranosyl>-4,6-O-isopropyliden-2-desoxy-β-D-glucopyranosid

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / p-toluenesulfonic acid / 12 h / Ambient temperature

2: 92 percent / 0.25 M Et₂O-BF₃, molecular sieve / CH₂Cl₂ / 3 h / -20 °C

3: 68 percent / AcOH, Bu₄NF / tetrahydrofuran / 50 h / Ambient temperature

4: 62 percent / NaH / 2 h / Ambient temperature

5: 70 percent / 0.1 M Et₂O-BF₃, molecular sieve / CH₂Cl₂ / 1.) 8 h, -20 deg C, 2.) 4 h, -10 deg C

With molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium hydride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; dichloromethane;

Reference yield:

: 3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-arabino-hexopyranose

: 99049-72-6
tert-Butyldimethylsilyl-2-azido-3-O-<2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-desoxy-β-D-glucopyranosyl)-4,6-O-isopropyliden-2-desoxy-β-D-glucopyranosyl>-4,6-O-isopropyliden-2-desoxy-β-D-glucopyranosid

Guidance literature:: Multi-step reaction with 7 steps

1: 52 percent / imidazol / dimethylformamide / 6 h / Ambient temperature

2: 98 percent / 1 N NaOMe / methanol / 3 h / Ambient temperature

3: 96 percent / p-toluenesulfonic acid / 12 h / Ambient temperature

4: 92 percent / 0.25 M Et₂O-BF₃, molecular sieve / CH₂Cl₂ / 3 h / -20 °C

5: 68 percent / AcOH, Bu₄NF / tetrahydrofuran / 50 h / Ambient temperature

6: 62 percent / NaH / 2 h / Ambient temperature

7: 70 percent / 0.1 M Et₂O-BF₃, molecular sieve / CH₂Cl₂ / 1.) 8 h, -20 deg C, 2.) 4 h, -10 deg C

With 1H-imidazole; molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;