4-oxo-pentanoic acid 2-[4-acetoxy-2-benzyloxymethyl-6-p-tolylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-3-yloxy]-5-benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester

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Chemical Name:4-oxo-pentanoic acid 2-[4-acetoxy-2-benzyloxymethyl-6-p-tolylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-3-yloxy]-5-benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester
CAS No.:502692-46-8
Molecular Formula:C₅₈H₆₄Cl₃NO₁₅S
Molecular Weight:1153.57
Hs Code.:

4-oxo-pentanoic acid 2-[4-acetoxy-2-benzyloxymethyl-6-<i>p</i>-tolylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-3-yloxy]-5-benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester

Synonyms:4-oxo-pentanoic acid 2-[4-acetoxy-2-benzyloxymethyl-6-p-tolylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-3-yloxy]-5-benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester

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Chemical Property of 4-oxo-pentanoic acid 2-[4-acetoxy-2-benzyloxymethyl-6-p-tolylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-3-yloxy]-5-benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester

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Technology Process of 4-oxo-pentanoic acid 2-[4-acetoxy-2-benzyloxymethyl-6-p-tolylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-3-yloxy]-5-benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester

There total 5 articles about 4-oxo-pentanoic acid 2-[4-acetoxy-2-benzyloxymethyl-6-p-tolylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-3-yloxy]-5-benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl 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: 40.0%

: 502692-36-6
4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yl ester

: 502692-38-8
tolyl 3-O-acetyl-6-O-benzyl-2-deoxy-2-trichloroethoxycarbonylamino-1-thio-β-D-glucopyranoside

: 502692-46-8
4-oxo-pentanoic acid 2-[4-acetoxy-2-benzyloxymethyl-6-p-tolylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-3-yloxy]-5-benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; In diethyl ether; dichloromethane; at -45 ℃; for 2h;
DOI:10.1021/jo0206420

Reference yield:

: 323195-45-5
p-methylphenyl 2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-glucopyranoside

: 502692-46-8
4-oxo-pentanoic acid 2-[4-acetoxy-2-benzyloxymethyl-6-p-tolylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-3-yloxy]-5-benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: (+/-)-10-camphorsulfonic acid / acetonitrile / 2 h / 20 °C

2: 1.17 g / DMAP; pyridine / CH₂Cl₂ / 2 h / 20 °C

3: 90 percent / triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 1 h / 0 °C

4: 40 percent / molecular sieves AW-300; N-iodosuccinimide; trifluoromethanesulfonic acid / CH₂Cl₂; diethyl ether / 2 h / -45 °C

With pyridine; triethylsilane; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; camphor-10-sulfonic acid; trifluoroacetic acid; In diethyl ether; dichloromethane; acetonitrile;
DOI:10.1021/jo0206420

Reference yield:

: 220645-20-5
p-methylphenyl 3,4,6-tri-O-acetyl-2-deoxy-1-thio-2-(2,2,2-trichloroethyloxycarbonylamino)-β-D-glucopyranoside

: 502692-46-8
4-oxo-pentanoic acid 2-[4-acetoxy-2-benzyloxymethyl-6-p-tolylsulfanyl-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-3-yloxy]-5-benzyloxy-6-benzyloxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: NaOMe; MeOH / CH₂Cl₂ / 2 h / 0 °C

2: (+/-)-10-camphorsulfonic acid / acetonitrile / 2 h / 20 °C

3: 1.17 g / DMAP; pyridine / CH₂Cl₂ / 2 h / 20 °C

4: 90 percent / triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 1 h / 0 °C

5: 40 percent / molecular sieves AW-300; N-iodosuccinimide; trifluoromethanesulfonic acid / CH₂Cl₂; diethyl ether / 2 h / -45 °C

With pyridine; methanol; triethylsilane; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; camphor-10-sulfonic acid; sodium methylate; trifluoroacetic acid; In diethyl ether; dichloromethane; acetonitrile; 1: Zemplen deacetylation;
DOI:10.1021/jo0206420