(2R,4S,5R,6R)-4-Acetoxy-2-benzyloxycarbonylmethoxy-6-((1S,2R)-1,2,3-triacetoxy-propyl)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2R,4S,5R,6R)-4-Acetoxy-2-benzyloxycarbonylmethoxy-6-((1S,2R)-1,2,3-triacetoxy-propyl)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester
CAS No.:552831-43-3
Molecular Formula:C₃₀H₃₆Cl₃NO₁₆
Molecular Weight:772.972
Hs Code.:

(2R,4S,5R,6R)-4-Acetoxy-2-benzyloxycarbonylmethoxy-6-((1S,2R)-1,2,3-triacetoxy-propyl)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

Synonyms:(2R,4S,5R,6R)-4-Acetoxy-2-benzyloxycarbonylmethoxy-6-((1S,2R)-1,2,3-triacetoxy-propyl)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

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Chemical Property of (2R,4S,5R,6R)-4-Acetoxy-2-benzyloxycarbonylmethoxy-6-((1S,2R)-1,2,3-triacetoxy-propyl)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

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Technology Process of (2R,4S,5R,6R)-4-Acetoxy-2-benzyloxycarbonylmethoxy-6-((1S,2R)-1,2,3-triacetoxy-propyl)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 2 articles about (2R,4S,5R,6R)-4-Acetoxy-2-benzyloxycarbonylmethoxy-6-((1S,2R)-1,2,3-triacetoxy-propyl)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl 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: 67.0%

: 30379-58-9
benzyl glycolate

: 402948-43-0
methyl (phenyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-5-(2,2,2-trichloroethoxycarbonylamino)-D-glycero-β-D-galacto-2-nonulopyranosid)onate

: (2S,4S,5R,6R)-4-Acetoxy-2-benzyloxycarbonylmethoxy-6-((1S,2R)-1,2,3-triacetoxy-propyl)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 552831-43-3
(2R,4S,5R,6R)-4-Acetoxy-2-benzyloxycarbonylmethoxy-6-((1S,2R)-1,2,3-triacetoxy-propyl)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In acetonitrile; at -25 ℃; for 1h;
DOI:10.1002/chem.200390101

Reference yield:

: 30379-58-9
benzyl glycolate

: Neu₅'Troc

: (2S,4S,5R,6R)-4-Acetoxy-2-benzyloxycarbonylmethoxy-6-((1S,2R)-1,2,3-triacetoxy-propyl)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 552831-43-3
(2R,4S,5R,6R)-4-Acetoxy-2-benzyloxycarbonylmethoxy-6-((1S,2R)-1,2,3-triacetoxy-propyl)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In propiononitrile; at -80 ℃; optical yield given as %de; Molecular sieve;
DOI:10.1002/anie.201006035

Reference yield: 80.0%

: 13831-31-7
Acetoxyacetyl chloride

: 552831-43-3
(2R,4S,5R,6R)-4-Acetoxy-2-benzyloxycarbonylmethoxy-6-((1S,2R)-1,2,3-triacetoxy-propyl)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 552831-45-5
methyl [2-(2'-benzyloxy-2'-oxoethyl)-5-acetoxyacetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosid]onate

Guidance literature:: (2R,4S,5R,6R)-4-Acetoxy-2-benzyloxycarbonylmethoxy-6-((1S,2R)-1,2,3-triacetoxy-propyl)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester; With acetic acid; zinc; at 20 ℃; for 1.5h;

Acetoxyacetyl chloride; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 2h; Further stages.;
DOI:10.1002/chem.200390101