{Benzyloxy-[(2R,3R,4S,5S,6S)-4,5-bis-(benzyloxy-benzyloxycarbonylmethyl-phosphinoyloxy)-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy]-phosphoryl}-acetic acid benzyl ester

Base Information

• Chemical Name: {Benzyloxy-[(2R,3R,4S,5S,6S)-4,5-bis-(benzyloxy-benzyloxycarbonylmethyl-phosphinoyloxy)-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy]-phosphoryl}-acetic acid benzyl ester
• CAS No.: 188112-74-5
• Molecular Formula: C₇₄H₇₃O₁₈P₃
• Molecular Weight: 1343.3

Synonyms:

Chemical Property of {Benzyloxy-[(2R,3R,4S,5S,6S)-4,5-bis-(benzyloxy-benzyloxycarbonylmethyl-phosphinoyloxy)-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy]-phosphoryl}-acetic acid benzyl ester

Chemical Property:

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Useful:

Technology Process of {Benzyloxy-[(2R,3R,4S,5S,6S)-4,5-bis-(benzyloxy-benzyloxycarbonylmethyl-phosphinoyloxy)-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy]-phosphoryl}-acetic acid benzyl ester

There total 3 articles about {Benzyloxy-[(2R,3R,4S,5S,6S)-4,5-bis-(benzyloxy-benzyloxycarbonylmethyl-phosphinoyloxy)-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy]-phosphoryl}-acetic acid benzyl 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: 45.0%

Phosphorous acid dibenzyl ester (2S,3S,4S,5R,6R)-4,5-bis-(bis-benzyloxy-phosphanyloxy)-2-methoxy-6-trityloxymethyl-tetrahydro-pyran-3-yl ester + Benzyl bromoacetate (5437-45-6) → {Benzyloxy-[(2R,3R,4S,5S,6S)-4,5-bis-(benzyloxy-benzyloxycarbonylmethyl-phosphinoyloxy)-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy]-phosphoryl}-acetic acid benzyl ester (188112-74-5)

Guidance literature:

at 75 ℃; for 12h;

DOI:10.1016/S0040-4039(96)02382-9

Reference yield:

dibenzyl N,N-diethylphosphoramidite (67746-43-4) → {Benzyloxy-[(2R,3R,4S,5S,6S)-4,5-bis-(benzyloxy-benzyloxycarbonylmethyl-phosphinoyloxy)-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy]-phosphoryl}-acetic acid benzyl ester (188112-74-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / tetrazole / CH₂Cl₂ / 1 h / Ambient temperature

2: 45 percent / 12 h / 75 °C

With 1H-tetrazole; In dichloromethane;

DOI:10.1016/S0040-4039(96)02382-9

Reference yield:

methyl 6-O-trityl-α-D-mannopyranoside (20231-36-1) → {Benzyloxy-[(2R,3R,4S,5S,6S)-4,5-bis-(benzyloxy-benzyloxycarbonylmethyl-phosphinoyloxy)-6-methoxy-2-trityloxymethyl-tetrahydro-pyran-3-yloxy]-phosphoryl}-acetic acid benzyl ester (188112-74-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / tetrazole / CH₂Cl₂ / 1 h / Ambient temperature

2: 45 percent / 12 h / 75 °C

With 1H-tetrazole; In dichloromethane;

DOI:10.1016/S0040-4039(96)02382-9

upstream raw materials:

Benzyl bromoacetate

dibenzyl N,N-diethylphosphoramidite

methyl 6-O-trityl-α-D-mannopyranoside

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