2,3,4,5-tetra-O-benzyl-N-methyl-D-arabinonamide

Base Information

Chemical Name:2,3,4,5-tetra-O-benzyl-N-methyl-D-arabinonamide
CAS No.:216772-31-5
Molecular Formula:C₄₈H₅₀NO₈P
Molecular Weight:799.901
Hs Code.:

2,3,4,5-tetra-O-benzyl-N-<bis(benzyloxy)phosphinyl>methyl-D-arabinonamide

Synonyms:

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Chemical Property of 2,3,4,5-tetra-O-benzyl-N-methyl-D-arabinonamide

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 2,3,4,5-tetra-O-benzyl-N-methyl-D-arabinonamide

There total 7 articles about 2,3,4,5-tetra-O-benzyl-N-methyl-D-arabinonamide 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:

: 1941-50-0
D-arabinose diethyl dithioacetal

: 216772-31-5
2,3,4,5-tetra-O-benzyl-N-methyl-D-arabinonamide

Guidance literature:: Multi-step reaction with 6 steps

1: 1) NaH (95 percent), 2) Bu₄NI / 1) DMF, 0 deg C, 2) DMF, -25 deg C, 12 h then -25 deg C to RT

2: CaCO₃, HgCl₂ / H₂O; acetonitrile / 22 h / Ambient temperature

3: 93 percent / SO₂, NaOH / diethyl ether; H₂O / 0 deg C, 1 h; RT, 63 h

4: Ac₂O, DMSO / 24 h / Ambient temperature

5: NH₃ / acetonitrile

6: 1) nBuLi, 3) t-BuLi / 1) THF, hexane, DMPU, -78 deg C, 10 min, 2) THF, DMPU, hexane, -25 deg C, 19 h, 3) pentane, THF, DMPU, hexane, -78 to -10 deg C

With sodium hydroxide; n-butyllithium; sulfur dioxide; ammonia; tert.-butyl lithium; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; calcium carbonate; mercury dichloride; In diethyl ether; water; acetonitrile;
DOI:10.1002/(sici)1522-2675(19981007)81:10<1896::aid-hlca1896>3.0.co;2-5

Reference yield:

: 100-39-0
benzyl bromide

: 216772-31-5
2,3,4,5-tetra-O-benzyl-N-methyl-D-arabinonamide

Guidance literature:: Multi-step reaction with 6 steps

1: 1) NaH (95 percent), 2) Bu₄NI / 1) DMF, 0 deg C, 2) DMF, -25 deg C, 12 h then -25 deg C to RT

2: CaCO₃, HgCl₂ / H₂O; acetonitrile / 22 h / Ambient temperature

3: 93 percent / SO₂, NaOH / diethyl ether; H₂O / 0 deg C, 1 h; RT, 63 h

4: Ac₂O, DMSO / 24 h / Ambient temperature

5: NH₃ / acetonitrile

6: 1) nBuLi, 3) t-BuLi / 1) THF, hexane, DMPU, -78 deg C, 10 min, 2) THF, DMPU, hexane, -25 deg C, 19 h, 3) pentane, THF, DMPU, hexane, -78 to -10 deg C

With sodium hydroxide; n-butyllithium; sulfur dioxide; ammonia; tert.-butyl lithium; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; calcium carbonate; mercury dichloride; In diethyl ether; water; acetonitrile;
DOI:10.1002/(sici)1522-2675(19981007)81:10<1896::aid-hlca1896>3.0.co;2-5

Reference yield:

: 116087-65-1
(2S,3R,4R)-2,3,4,5-tetrakis(benzyloxy)pentanal

: 216772-31-5
2,3,4,5-tetra-O-benzyl-N-methyl-D-arabinonamide

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / SO₂, NaOH / diethyl ether; H₂O / 0 deg C, 1 h; RT, 63 h

2: Ac₂O, DMSO / 24 h / Ambient temperature

3: NH₃ / acetonitrile

4: 1) nBuLi, 3) t-BuLi / 1) THF, hexane, DMPU, -78 deg C, 10 min, 2) THF, DMPU, hexane, -25 deg C, 19 h, 3) pentane, THF, DMPU, hexane, -78 to -10 deg C

With sodium hydroxide; n-butyllithium; sulfur dioxide; ammonia; tert.-butyl lithium; acetic anhydride; dimethyl sulfoxide; In diethyl ether; water; acetonitrile;
DOI:10.1002/(sici)1522-2675(19981007)81:10<1896::aid-hlca1896>3.0.co;2-5