carbonic acid 2,3-bis-benzyloxy-7-tert-butoxycarbonylamino-4-hydroxy-heptyl ester tert-butyl ester

Base Information

Chemical Name:carbonic acid 2,3-bis-benzyloxy-7-tert-butoxycarbonylamino-4-hydroxy-heptyl ester tert-butyl ester
CAS No.:602298-23-7
Molecular Formula:C₃₁H₄₅NO₈
Molecular Weight:559.7
Hs Code.:

carbonic acid 2,3-bis-benzyloxy-7-<i>tert</i>-butoxycarbonylamino-4-hydroxy-heptyl ester <i>tert</i>-butyl ester

Synonyms:carbonic acid 2,3-bis-benzyloxy-7-tert-butoxycarbonylamino-4-hydroxy-heptyl ester tert-butyl ester

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Chemical Property of carbonic acid 2,3-bis-benzyloxy-7-tert-butoxycarbonylamino-4-hydroxy-heptyl ester tert-butyl ester

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Technology Process of carbonic acid 2,3-bis-benzyloxy-7-tert-butoxycarbonylamino-4-hydroxy-heptyl ester tert-butyl ester

There total 7 articles about carbonic acid 2,3-bis-benzyloxy-7-tert-butoxycarbonylamino-4-hydroxy-heptyl ester tert-butyl 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: 93.0%

: 24424-99-5
di-tert-butyl dicarbonate

: (3R,4R,5R)-5-(3-Azido-propyl)-3,4-bis-benzyloxy-tetrahydro-furan-2-ol

: 602298-23-7
carbonic acid 2,3-bis-benzyloxy-7-tert-butoxycarbonylamino-4-hydroxy-heptyl ester tert-butyl ester

Guidance literature:: (3R,4R,5R)-5-(3-Azido-propyl)-3,4-bis-benzyloxy-tetrahydro-furan-2-ol; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

di-tert-butyl dicarbonate; With sodium hydroxide; water; for 12h;
DOI:10.1016/S0040-4039(03)01368-6

Reference yield:

: 4099-85-8,5531-21-5,20672-63-3,20672-65-5,58763-00-1,63029-07-2,72402-14-3,84894-45-1,129263-68-9,828937-29-7
methyl 2,3-O-isopropylidene-D-ribofuranoside

: 602298-23-7
carbonic acid 2,3-bis-benzyloxy-7-tert-butoxycarbonylamino-4-hydroxy-heptyl ester tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: (COCl)2; Et₃N / dimethylsulfoxide / -78 - 20 °C

1.2: 79 percent / CH₂Cl₂ / 1 h / 20 °C

2.1: 87 percent / LAH / tetrahydrofuran / 6 h / 0 - 20 °C

3.1: TsCl; Et₃N / CH₂Cl₂ / 6 h / 0 - 20 °C

3.2: 74 percent / NaN₃ / dimethylformamide / 8 h / 90 °C

4.1: 86 percent / MeOH; HCl / 4 h / 60 °C

5.1: 92 percent / NaH / dimethylformamide / 2 h / 0 - 20 °C

6.1: 76 percent / AcOH; water; HCl / 2 h / 60 °C

7.1: LAH / tetrahydrofuran / 0.5 h / 0 °C

7.2: 93 percent / NaOH; water / 12 h

With hydrogenchloride; methanol; lithium aluminium tetrahydride; oxalyl dichloride; water; sodium hydride; acetic acid; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)01368-6

Reference yield:

: 602298-18-0
3-((3aR,4R,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propan-1-ol

: 602298-23-7
carbonic acid 2,3-bis-benzyloxy-7-tert-butoxycarbonylamino-4-hydroxy-heptyl ester tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: TsCl; Et₃N / CH₂Cl₂ / 6 h / 0 - 20 °C

1.2: 74 percent / NaN₃ / dimethylformamide / 8 h / 90 °C

2.1: 86 percent / MeOH; HCl / 4 h / 60 °C

3.1: 92 percent / NaH / dimethylformamide / 2 h / 0 - 20 °C

4.1: 76 percent / AcOH; water; HCl / 2 h / 60 °C

5.1: LAH / tetrahydrofuran / 0.5 h / 0 °C

5.2: 93 percent / NaOH; water / 12 h

With hydrogenchloride; methanol; lithium aluminium tetrahydride; water; sodium hydride; acetic acid; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)01368-6