(4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-2,4-dideoxy-D-glycero-D-ido-octitol-1-yl) phosphate

Base Information

Chemical Name:(4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-2,4-dideoxy-D-glycero-D-ido-octitol-1-yl) phosphate
CAS No.:266360-20-7
Molecular Formula:C₃₁H₃₈NO₉P
Molecular Weight:599.618
Hs Code.:

Synonyms:(4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-2,4-dideoxy-D-glycero-D-ido-octitol-1-yl) phosphate

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Chemical Property of (4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-2,4-dideoxy-D-glycero-D-ido-octitol-1-yl) phosphate

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Technology Process of (4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-2,4-dideoxy-D-glycero-D-ido-octitol-1-yl) phosphate

There total 5 articles about (4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-2,4-dideoxy-D-glycero-D-ido-octitol-1-yl) phosphate 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: 93.0%

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

: 266360-20-7
(4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-2,4-dideoxy-D-glycero-D-ido-octitol-1-yl) phosphate

Guidance literature:: With trichlorophosphate; In tetrahydrofuran; at 0 - 20 ℃;
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

: 266360-20-7
(4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-2,4-dideoxy-D-glycero-D-ido-octitol-1-yl) phosphate

Guidance literature:: Multi-step reaction with 2 steps

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

2: 88 percent / POCl₃ / tetrahydrofuran / 20 h / 20 °C

With sodium tetrahydroborate; trichlorophosphate; In tetrahydrofuran; methanol;
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

: 266360-20-7
(4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-2,4-dideoxy-D-glycero-D-ido-octitol-1-yl) phosphate

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: 93 percent / POCl₃ / tetrahydrofuran / 0 - 20 °C

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