((2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethyl)-(1,1-diethoxy-ethyl)-phosphinic acid ethyl ester

Base Information

• Chemical Name: ((2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethyl)-(1,1-diethoxy-ethyl)-phosphinic acid ethyl ester
• CAS No.: 356785-89-2
• Molecular Formula: C₃₁H₄₄NO₁₀P
• Molecular Weight: 621.665

Synonyms:

Chemical Property of ((2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethyl)-(1,1-diethoxy-ethyl)-phosphinic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethyl)-(1,1-diethoxy-ethyl)-phosphinic acid ethyl ester

There total 2 articles about ((2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethyl)-(1,1-diethoxy-ethyl)-phosphinic acid ethyl 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: 10.0%

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (78246-81-8) + methanesulfonic acid (1,1-diethoxy-ethyl)-ethoxy-phosphinoylmethyl ester → ((2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethyl)-(1,1-diethoxy-ethyl)-phosphinic acid ethyl ester (356785-89-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 18h;

DOI:10.1016/S0960-894X(01)00251-7

Reference yield:

ethyl (hydroxymethyl)(1,1-diethoxyethyl)phosphinate (168977-93-3) → ((2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethyl)-(1,1-diethoxy-ethyl)-phosphinic acid ethyl ester (356785-89-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / DIPA

2: 10 percent / NaH / dimethylformamide / 18 h / 0 - 20 °C

With sodium hydride; diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(01)00251-7

Reference yield:

((2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethyl)-(1,1-diethoxy-ethyl)-phosphinic acid ethyl ester (356785-89-2) → ((2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethyl)-phosphinic acid ethyl ester

Guidance literature:

With chloro-trimethyl-silane; water; In chloroform; at 20 ℃; for 1h;

DOI:10.1016/S0960-894X(01)00251-7

upstream raw materials:

benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

ethyl (hydroxymethyl)(1,1-diethoxyethyl)phosphinate

Downstream raw materials:

2-[((2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxymethyl)-ethoxy-phosphinoylmethyl]-acrylic acid methyl ester

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