2-{3-[4-acetoxy-6-benzyloxymethyl-3-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-yloxy]-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy}-propionic acid 2-benzenesulfonyl-ethyl ester

Base Information

Chemical Name:2-{3-[4-acetoxy-6-benzyloxymethyl-3-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-yloxy]-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy}-propionic acid 2-benzenesulfonyl-ethyl ester
CAS No.:919078-14-1
Molecular Formula:C₅₁H₅₉Cl₃N₂O₁₆S
Molecular Weight:1094.46
Hs Code.:

2-{3-[4-acetoxy-6-benzyloxymethyl-3-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-yloxy]-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy}-propionic acid 2-benzenesulfonyl-ethyl ester

Synonyms:2-{3-[4-acetoxy-6-benzyloxymethyl-3-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-yloxy]-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy}-propionic acid 2-benzenesulfonyl-ethyl ester

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Chemical Property of 2-{3-[4-acetoxy-6-benzyloxymethyl-3-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-yloxy]-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy}-propionic acid 2-benzenesulfonyl-ethyl ester

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Technology Process of 2-{3-[4-acetoxy-6-benzyloxymethyl-3-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-yloxy]-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy}-propionic acid 2-benzenesulfonyl-ethyl ester

There total 3 articles about 2-{3-[4-acetoxy-6-benzyloxymethyl-3-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-yloxy]-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy}-propionic acid 2-benzenesulfonyl-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: 47.2%

: 914642-50-5
benzyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(D-1-{[2-(phenylsulfonyl)ethoxy]carbonyl}ethyl)-α-D-glucopyranoside

: 919078-11-8
acetic acid 6-benzyloxymethyl-2-ethylsulfanyl-3-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

: 919078-14-1
2-{3-[4-acetoxy-6-benzyloxymethyl-3-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-yloxy]-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy}-propionic acid 2-benzenesulfonyl-ethyl ester

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at -45 - 0 ℃; for 16h;
DOI:10.1002/ejoc.200600515

Reference yield:

: 1053554-37-2
ethyl 3-O-acetyl-6-O-benzyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-4-O-(trifluoromethylsulfonyl)-1-thio-β-D-glucopyranoside

: 919078-14-1
2-{3-[4-acetoxy-6-benzyloxymethyl-3-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-yloxy]-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy}-propionic acid 2-benzenesulfonyl-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 2.2 g / nBu₄NBH₄ / tetrahydrofuran / 6 h / 20 °C

2: 47.2 percent / NIS; TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 16 h / -45 - 0 °C

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutylammonium borohydride; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.200600515

Reference yield:

: 219518-10-2
ethyl 3-O-acetyl-6-O-benzyl-2-deoxy-<<(2,2,2-trichloroethoxy)carbonyl>amino>-1-thio-β-D-glucopyranoside

: 919078-14-1
2-{3-[4-acetoxy-6-benzyloxymethyl-3-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-yloxy]-5-acetylamino-6-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-4-yloxy}-propionic acid 2-benzenesulfonyl-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / CH₂Cl₂ / -15 - 0 °C

2: 2.2 g / nBu₄NBH₄ / tetrahydrofuran / 6 h / 20 °C

3: 47.2 percent / NIS; TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 16 h / -45 - 0 °C

With pyridine; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutylammonium borohydride; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.200600515