Butyric acid (1R,2S,3S,4S,5S,6S)-2,3-bis-(bis-benzyloxy-phosphoryloxy)-4,6-bis-butyryloxy-5-hydroxy-cyclohexyl ester

Base Information

Chemical Name:Butyric acid (1R,2S,3S,4S,5S,6S)-2,3-bis-(bis-benzyloxy-phosphoryloxy)-4,6-bis-butyryloxy-5-hydroxy-cyclohexyl ester
CAS No.:377752-77-7
Molecular Formula:C₄₆H₅₆O₁₅P₂
Molecular Weight:910.889
Hs Code.:

Synonyms:Butyric acid (1R,2S,3S,4S,5S,6S)-2,3-bis-(bis-benzyloxy-phosphoryloxy)-4,6-bis-butyryloxy-5-hydroxy-cyclohexyl ester

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Chemical Property of Butyric acid (1R,2S,3S,4S,5S,6S)-2,3-bis-(bis-benzyloxy-phosphoryloxy)-4,6-bis-butyryloxy-5-hydroxy-cyclohexyl ester

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Technology Process of Butyric acid (1R,2S,3S,4S,5S,6S)-2,3-bis-(bis-benzyloxy-phosphoryloxy)-4,6-bis-butyryloxy-5-hydroxy-cyclohexyl ester

There total 8 articles about Butyric acid (1R,2S,3S,4S,5S,6S)-2,3-bis-(bis-benzyloxy-phosphoryloxy)-4,6-bis-butyryloxy-5-hydroxy-cyclohexyl ester 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: 88.0%

: 43083-12-1
1,1,1-trimethoxybutane

: 377752-76-6
Butyric acid (1R,2S,3S,4S,5R,6S)-2,3-bis-(bis-benzyloxy-phosphoryloxy)-6-butyryloxy-4,5-dihydroxy-cyclohexyl ester

: 377752-77-7
Butyric acid (1R,2S,3S,4S,5S,6S)-2,3-bis-(bis-benzyloxy-phosphoryloxy)-4,6-bis-butyryloxy-5-hydroxy-cyclohexyl ester

Guidance literature:: 1,1,1-trimethoxybutane; Butyric acid (1R,2S,3S,4S,5R,6S)-2,3-bis-(bis-benzyloxy-phosphoryloxy)-6-butyryloxy-4,5-dihydroxy-cyclohexyl ester; With toluene-4-sulfonic acid; at 25 ℃; for 2h;

In methanol; at 25 ℃; for 18h;
DOI:10.1002/1521-3773(20010817)40:16<3004::AID-ANIE3004>3.0.CO;2-O

Reference yield:

: 6763-47-9,1251832-23-1
rac-1,2-O-cyclohexylidene-myo-inositol

: 377752-77-7
Butyric acid (1R,2S,3S,4S,5S,6S)-2,3-bis-(bis-benzyloxy-phosphoryloxy)-4,6-bis-butyryloxy-5-hydroxy-cyclohexyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridine / 72 h / 25 °C

1.2: pyridine / 24 h / -20 - 25 °C

1.3: DMAP / pyridine / 120 h / 80 °C

2.1: MeNH₂ / ethanol; H₂O / 2 h / 25 °C

3.1: DMAP / pyridine / 25 - 60 °C

4.1: TBAF / various solvent(s) / 2 h / 25 °C

5.1: tetrazole / acetonitrile / 72 h / 25 °C

5.2: 32 percent CH₃CO₃H / 1 h / -30 - 25 °C

6.1: TFA / methanol / 1 h / 25 °C

7.1: p-TsOH / 2 h / 25 °C

7.2: 88 percent / aq. methanol / 18 h / 25 °C

With 1H-tetrazole; dmap; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; methylamine; trifluoroacetic acid; In pyridine; methanol; ethanol; water; acetonitrile;
DOI:10.1002/1521-3773(20010817)40:16<3004::AID-ANIE3004>3.0.CO;2-O

Reference yield:

: 108549-23-1
Dibenzyl N,N-diisopropylphosphoramidite

: 377752-77-7
Butyric acid (1R,2S,3S,4S,5S,6S)-2,3-bis-(bis-benzyloxy-phosphoryloxy)-4,6-bis-butyryloxy-5-hydroxy-cyclohexyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrazole / acetonitrile / 72 h / 25 °C

1.2: 32 percent CH₃CO₃H / 1 h / -30 - 25 °C

2.1: TFA / methanol / 1 h / 25 °C

3.1: p-TsOH / 2 h / 25 °C

3.2: 88 percent / aq. methanol / 18 h / 25 °C

With 1H-tetrazole; toluene-4-sulfonic acid; trifluoroacetic acid; In methanol; acetonitrile;
DOI:10.1002/1521-3773(20010817)40:16<3004::AID-ANIE3004>3.0.CO;2-O