(2-{(2R,3R,4R,5S)-4-Benzyloxy-2-benzyloxymethyl-5-[(1R,2R,3S,5R,6S)-3,5-diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-tetrahydro-furan-3-yloxy}-ethyl)-carbamic acid benzyl ester

Base Information

Chemical Name:(2-{(2R,3R,4R,5S)-4-Benzyloxy-2-benzyloxymethyl-5-[(1R,2R,3S,5R,6S)-3,5-diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-tetrahydro-furan-3-yloxy}-ethyl)-carbamic acid benzyl ester
CAS No.:205192-04-7
Molecular Formula:C₆₂H₆₇N₁₃O₁₂
Molecular Weight:1186.29
Hs Code.:

(2-{(2R,3R,4R,5S)-4-Benzyloxy-2-benzyloxymethyl-5-[(1R,2R,3S,5R,6S)-3,5-diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-tetrahydro-furan-3-yloxy}-ethyl)-carbamic acid benzyl ester

Synonyms:(2-{(2R,3R,4R,5S)-4-Benzyloxy-2-benzyloxymethyl-5-[(1R,2R,3S,5R,6S)-3,5-diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-tetrahydro-furan-3-yloxy}-ethyl)-carbamic acid benzyl ester

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Chemical Property of (2-{(2R,3R,4R,5S)-4-Benzyloxy-2-benzyloxymethyl-5-[(1R,2R,3S,5R,6S)-3,5-diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-tetrahydro-furan-3-yloxy}-ethyl)-carbamic acid benzyl ester

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Technology Process of (2-{(2R,3R,4R,5S)-4-Benzyloxy-2-benzyloxymethyl-5-[(1R,2R,3S,5R,6S)-3,5-diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-tetrahydro-furan-3-yloxy}-ethyl)-carbamic acid benzyl ester

There total 10 articles about (2-{(2R,3R,4R,5S)-4-Benzyloxy-2-benzyloxymethyl-5-[(1R,2R,3S,5R,6S)-3,5-diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-tetrahydro-furan-3-yloxy}-ethyl)-carbamic acid benzyl 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: 83.0%

: 205192-03-6
C₇₀H₇₅N₁₃O₁₃

: 205192-04-7
(2-{(2R,3R,4R,5S)-4-Benzyloxy-2-benzyloxymethyl-5-[(1R,2R,3S,5R,6S)-3,5-diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-tetrahydro-furan-3-yloxy}-ethyl)-carbamic acid benzyl ester

Guidance literature:: With ammonium cerium(IV) nitrate; In water; acetonitrile; for 4.5h;
DOI:10.1021/ja972599h

Reference yield:

: 13139-17-8
N-(Benzyloxycarbonyloxy)succinimide

: 205192-04-7
(2-{(2R,3R,4R,5S)-4-Benzyloxy-2-benzyloxymethyl-5-[(1R,2R,3S,5R,6S)-3,5-diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-tetrahydro-furan-3-yloxy}-ethyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: CH₂Cl₂

2: 83 percent / CAN / acetonitrile; H₂O / 4.5 h

With ammonium cerium(IV) nitrate; In dichloromethane; water; acetonitrile;
DOI:10.1021/ja972599h

Reference yield:

: 100-39-0
benzyl bromide

: 205192-04-7
(2-{(2R,3R,4R,5S)-4-Benzyloxy-2-benzyloxymethyl-5-[(1R,2R,3S,5R,6S)-3,5-diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-tetrahydro-furan-3-yloxy}-ethyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / NaH / dimethylformamide / 1 h

2: 1.) O₃, 2.) DMS / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, RT, 2 d

3: NaCNBH₃, AcOH / methanol; tetrahydrofuran

4: CH₂Cl₂

5: 83 percent / CAN / acetonitrile; H₂O / 4.5 h

With ammonium cerium(IV) nitrate; 2,3-dimercapto-succinic acid; sodium hydride; sodium cyanoborohydride; ozone; acetic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja972599h