5(R,S)-3,6-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-<(methoxy)phenylphosphinyl>-5-C-(p-tolylsulfonylhydrazino)-α-D-xylo-hexofuranose

Base Information

• Chemical Name: 5(R,S)-3,6-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-<(methoxy)phenylphosphinyl>-5-C-(p-tolylsulfonylhydrazino)-α-D-xylo-hexofuranose
• CAS No.: 81872-32-4
• Molecular Formula: C₃₇H₄₃N₂O₉PS
• Molecular Weight: 722.796
• Mol file: 81872-32-4.mol

Synonyms:

Chemical Property of 5(R,S)-3,6-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-<(methoxy)phenylphosphinyl>-5-C-(p-tolylsulfonylhydrazino)-α-D-xylo-hexofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5(R,S)-3,6-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-<(methoxy)phenylphosphinyl>-5-C-(p-tolylsulfonylhydrazino)-α-D-xylo-hexofuranose

There total 1 articles about 5(R,S)-3,6-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-<(methoxy)phenylphosphinyl>-5-C-(p-tolylsulfonylhydrazino)-α-D-xylo-hexofuranose 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:

methyl phenylphosphinate (7162-15-4,111469-75-1,121467-78-5) + 3,6-Di-O-benzyl-1,2-O-isopropylidene-α-D-xylo-hexofuranos-5-ulose(E,Z)-5-(p-tolylsulfonyl)hydrazone (81823-13-4,81823-14-5) → 5(R,S)-3,6-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-<(methoxy)phenylphosphinyl>-5-C-(p-tolylsulfonylhydrazino)-α-D-xylo-hexofuranose (81823-15-6,81872-31-3,81872-32-4,81873-65-6)

Guidance literature:

With trifluorormethanesulfonic acid; at 20 ℃; for 20h; Yield given;

DOI:10.1016/S0008-6215(00)88059-3

Reference yield:

5(R,S)-3,6-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-<(methoxy)phenylphosphinyl>-5-C-(p-tolylsulfonylhydrazino)-α-D-xylo-hexofuranose (81823-15-6,81872-31-3,81872-32-4,81873-65-6) → 5(R,S)-3,6-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-<(methoxy)phenylphosphinyl>-α-D-xylo-hexofuranose (81823-16-7,81823-17-8,81823-20-3,81835-17-8)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; for 30h; Yield given; Ambient temperature;

DOI:10.1016/S0008-6215(00)88059-3

Reference yield:

5(R,S)-3,6-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-<(methoxy)phenylphosphinyl>-5-C-(p-tolylsulfonylhydrazino)-α-D-xylo-hexofuranose (81823-15-6,81872-31-3,81872-32-4,81873-65-6) → (3R,4S,5S)-4-Benzyloxy-6-benzyloxymethyl-1-oxo-1-phenyl-1λ5-phosphinane-2,3,5-triol

Guidance literature:

Multi-step reaction with 3 steps

1: sodium borohydride / tetrahydrofuran / 30 h / Ambient temperature

2: sodium dihydrobis(2-methoxyetoxy)aluminate / toluene / 0.33 h / 0 °C

3: hydrochloric acid / ethanol / 2 h / 80 °C

With hydrogenchloride; sodium tetrahydroborate; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; ethanol; toluene;

DOI:10.1016/S0008-6215(00)88059-3

upstream raw materials:

methyl phenylphosphinate

3,6-Di-O-benzyl-1,2-O-isopropylidene-α-D-xylo-hexofuranos-5-ulose(E,Z)-5-(p-tolylsulfonyl)hydrazone

Downstream raw materials:

5(R,S)-3,6-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-<(methoxy)phenylphosphinyl>-α-D-xylo-hexofuranose

5(R,S)-3,6-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-(phenylphosphinyl)-α-D-xylo-hexofuranose

Acetic acid (3R,4S,5S)-3,5-diacetoxy-4-benzyloxy-6-benzyloxymethyl-1-oxo-1-phenyl-1λ⁵-phosphinan-2-yl ester

1,2,4-tri-O-acetyl-3,6-di-O-benzyl-5-deoxy-5-C-(phenylphosphinyl)-β-D-glucopyranose