2,3,4,5-tetra-O-benzyl-N-<2,2-bis(diethoxyphosphinyl)ethyl>-D-arabinonamide

Base Information

Chemical Name:2,3,4,5-tetra-O-benzyl-N-<2,2-bis(diethoxyphosphinyl)ethyl>-D-arabinonamide
CAS No.:216772-75-7
Molecular Formula:C₄₃H₅₇NO₁₁P₂
Molecular Weight:825.873
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2,3,4,5-tetra-O-benzyl-N-<2,2-bis(diethoxyphosphinyl)ethyl>-D-arabinonamide

Chemical Property:

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Technology Process of 2,3,4,5-tetra-O-benzyl-N-<2,2-bis(diethoxyphosphinyl)ethyl>-D-arabinonamide

There total 7 articles about 2,3,4,5-tetra-O-benzyl-N-<2,2-bis(diethoxyphosphinyl)ethyl>-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

: 216772-75-7
2,3,4,5-tetra-O-benzyl-N-<2,2-bis(diethoxyphosphinyl)ethyl>-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) tBuOK / 1) tBuOH, 40 deg C, 5 min, 2) tBuOH, 40-50 deg C, 92

With sodium hydroxide; sulfur dioxide; potassium tert-butylate; ammonia; 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

: 216772-75-7
2,3,4,5-tetra-O-benzyl-N-<2,2-bis(diethoxyphosphinyl)ethyl>-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) tBuOK / 1) tBuOH, 40 deg C, 5 min, 2) tBuOH, 40-50 deg C, 92

With sodium hydroxide; sulfur dioxide; potassium tert-butylate; ammonia; 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

: 216772-75-7
2,3,4,5-tetra-O-benzyl-N-<2,2-bis(diethoxyphosphinyl)ethyl>-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) tBuOK / 1) tBuOH, 40 deg C, 5 min, 2) tBuOH, 40-50 deg C, 92

With sodium hydroxide; sulfur dioxide; potassium tert-butylate; ammonia; 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