2'-(9H-fluoren-9-yl)methoxycarbonylaminoethyl-3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:2'-(9H-fluoren-9-yl)methoxycarbonylaminoethyl-3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-glucopyranoside
CAS No.:1386972-45-7
Molecular Formula:C₄₈H₅₂N₄O₈Si
Molecular Weight:841.048
Hs Code.:

Synonyms:2'-(9H-fluoren-9-yl)methoxycarbonylaminoethyl-3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-glucopyranoside

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Chemical Property of 2'-(9H-fluoren-9-yl)methoxycarbonylaminoethyl-3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-glucopyranoside

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Technology Process of 2'-(9H-fluoren-9-yl)methoxycarbonylaminoethyl-3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-glucopyranoside

There total 11 articles about 2'-(9H-fluoren-9-yl)methoxycarbonylaminoethyl-3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-glucopyranoside 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: 80.0%

: 1383446-30-7
thiotolyl 3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-glucopyranoside

: 105496-31-9
N-(9-fluorenylmethoxycarbonyl)-2-aminoethanol

: 1386972-45-7
2'-(9H-fluoren-9-yl)methoxycarbonylaminoethyl-3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-glucopyranoside

: 1386972-47-9
C₄₈H₅₂N₄O₈Si

Guidance literature:: thiotolyl 3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-β-D-glucopyranoside; N-(9-fluorenylmethoxycarbonyl)-2-aminoethanol; In toluene; for 1h;

In diethyl ether; 1,2-dichloro-ethane; at -20 - 20 ℃; for 1h; Molecular sieve; Inert atmosphere;

With N-iodo-succinimide; trifluorormethanesulfonic acid; at -20 ℃; for 5h; optical yield given as %de;
DOI:10.1080/07328303.2012.658274

Reference yield:

: 1386972-44-6
C₂₂H₂₅N₃O₅S

: 1386972-45-7
2'-(9H-fluoren-9-yl)methoxycarbonylaminoethyl-3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 20 °C

2.1: toluene / 1 h

2.2: 1 h / -20 - 20 °C / Molecular sieve; Inert atmosphere

2.3: 5 h / -20 °C

With 1H-imidazole; In N,N-dimethyl-formamide; toluene;
DOI:10.1080/07328303.2012.658274

Reference yield:

: 31505-45-0
2-deoxy-2-phthalimido-β-D-glucopyranose

: 1386972-45-7
2'-(9H-fluoren-9-yl)methoxycarbonylaminoethyl-3-O-acetyl-2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1.1: pyridine / 48 h / 0 - 20 °C

2.1: boron trifluoride diethyl etherate / dichloromethane / 24 h / 0 - 20 °C

3.1: sodium methylate / methanol; dichloromethane / 3 h / 0 °C

3.2: Dowex 50X-W-H⁺ ion exchange resin

4.1: toluene-4-sulfonic acid / tetrahydrofuran / 10 h / Reflux

5.1: ethylenediamine / butan-1-ol / 10 h / 100 °C

5.2: 13 h / 0 - 20 °C

6.1: pyridine / 12 h / 0 - 20 °C

7.1: 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; diborane / tetrahydrofuran / 10 h / 0 °C

8.1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 20 °C

9.1: toluene / 1 h

9.2: 1 h / -20 - 20 °C / Molecular sieve; Inert atmosphere

9.3: 5 h / -20 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; boron trifluoride diethyl etherate; sodium methylate; toluene-4-sulfonic acid; ethylenediamine; diborane; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; butan-1-ol;
DOI:10.1080/07328303.2012.658274