Carbonic acid (2R,3S,4R,5R,6S)-3-benzyloxy-2-benzyloxymethyl-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester 2,2,2-trichloro-1,1-dimethyl-ethyl ester

Base Information

Chemical Name:Carbonic acid (2R,3S,4R,5R,6S)-3-benzyloxy-2-benzyloxymethyl-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester 2,2,2-trichloro-1,1-dimethyl-ethyl ester
CAS No.:186754-02-9
Molecular Formula:C₂₈H₃₁Cl₆NO₉
Molecular Weight:738.273
Hs Code.:

Carbonic acid (2R,3S,4R,5R,6S)-3-benzyloxy-2-benzyloxymethyl-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester 2,2,2-trichloro-1,1-dimethyl-ethyl ester

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Chemical Property of Carbonic acid (2R,3S,4R,5R,6S)-3-benzyloxy-2-benzyloxymethyl-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester 2,2,2-trichloro-1,1-dimethyl-ethyl ester

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Technology Process of Carbonic acid (2R,3S,4R,5R,6S)-3-benzyloxy-2-benzyloxymethyl-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester 2,2,2-trichloro-1,1-dimethyl-ethyl ester

There total 3 articles about Carbonic acid (2R,3S,4R,5R,6S)-3-benzyloxy-2-benzyloxymethyl-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester 2,2,2-trichloro-1,1-dimethyl-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:

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 186754-02-9
Carbonic acid (2R,3S,4R,5R,6S)-3-benzyloxy-2-benzyloxymethyl-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester 2,2,2-trichloro-1,1-dimethyl-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 62 percent / trifluoromethanesulfonic acid / CH₂Cl₂; cyclohexane / 20 h / Ambient temperature

2: 1.) 2)2>PF₆, H₂, 2.) iodine, pyridine / 1.) THF, 50 deg C, 2 h, 2.) THF, H₂O, RT, 15 min

With pyridine; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; trifluorormethanesulfonic acid; hydrogen; iodine; In dichloromethane; cyclohexane;
DOI:10.1248/cpb.44.2268

Reference yield:

: 134040-52-1
Allyl 2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 186754-02-9
Carbonic acid (2R,3S,4R,5R,6S)-3-benzyloxy-2-benzyloxymethyl-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester 2,2,2-trichloro-1,1-dimethyl-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 62 percent / trifluoromethanesulfonic acid / CH₂Cl₂; cyclohexane / 20 h / Ambient temperature

2: 1.) 2)2>PF₆, H₂, 2.) iodine, pyridine / 1.) THF, 50 deg C, 2 h, 2.) THF, H₂O, RT, 15 min

With pyridine; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; trifluorormethanesulfonic acid; hydrogen; iodine; In dichloromethane; cyclohexane;
DOI:10.1248/cpb.44.2268

Reference yield:

: 155711-28-7
allyl 4,6-Di-O-benzyl-2-deoxy-3-O-(2,2,2-trichloro-tert-butoxycarbonyl)-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

: 186754-02-9
Carbonic acid (2R,3S,4R,5R,6S)-3-benzyloxy-2-benzyloxymethyl-6-hydroxy-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-4-yl ester 2,2,2-trichloro-1,1-dimethyl-ethyl ester

Guidance literature:: With pyridine; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; hydrogen; iodine; Yield given. Multistep reaction; 1.) THF, 50 deg C, 2 h, 2.) THF, H₂O, RT, 15 min;
DOI:10.1248/cpb.44.2268