4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-1-bromo-1,2,4-trideoxy-D-glycero-D-ido-octitol

Base Information

Chemical Name:4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-1-bromo-1,2,4-trideoxy-D-glycero-D-ido-octitol
CAS No.:266360-21-8
Molecular Formula:C₃₁H₃₆BrNO₅
Molecular Weight:582.535
Hs Code.:

Synonyms:4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-1-bromo-1,2,4-trideoxy-D-glycero-D-ido-octitol

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Chemical Property of 4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-1-bromo-1,2,4-trideoxy-D-glycero-D-ido-octitol

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Technology Process of 4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-1-bromo-1,2,4-trideoxy-D-glycero-D-ido-octitol

There total 5 articles about 4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-1-bromo-1,2,4-trideoxy-D-glycero-D-ido-octitol 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: 100.0%

: 266360-19-4
4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-2,4-dideoxy-D-glycero-D-ido-octitol

: 266360-21-8
4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-1-bromo-1,2,4-trideoxy-D-glycero-D-ido-octitol

Guidance literature:: With carbon tetrabromide; triphenylphosphine; In dichloromethane;
DOI:10.1016/S0040-4039(99)02277-7

Reference yield:

: 262286-49-7
2-(2'-(N-acetylamino)-3',4',6'-tri-O-benzyl-2'-deoxy-α-D-glucopyranosyl)ethanal

: 266360-21-8
4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-1-bromo-1,2,4-trideoxy-D-glycero-D-ido-octitol

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / NaBH₄ / methanol / 1 h / 20 °C

2: 100 percent / PPh₃; CBr₄ / CH₂Cl₂ / 1 h / 20 °C

With sodium tetrahydroborate; carbon tetrabromide; triphenylphosphine; In methanol; dichloromethane;
DOI:10.1081/CAR-120026465

Reference yield:

: 180778-36-3
3-(2'-acetamido-3',4',6-tri-O-acetyl-2'-deoxy-α-D-glucopyranosyl)-1-propene

: 266360-21-8
4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-1-bromo-1,2,4-trideoxy-D-glycero-D-ido-octitol

Guidance literature:: Multi-step reaction with 5 steps

1: NaOMe / methanol / 0 - 20 °C

2: 94 percent / NaH / dimethylformamide

3: 100 percent / OsO₄; NaIO₄ / tetrahydrofuran; H₂O

4: 75 percent / NaBH₄ / CH₂Cl₂; methanol

5: 100 percent / CBr₄; PPh₃ / CH₂Cl₂

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; carbon tetrabromide; sodium methylate; sodium hydride; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 1: Hydrolysis / 2: Etherification / 3: Oxidation / 4: Reduction / 5: Bromination;
DOI:10.1016/S0040-4039(99)02277-7